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Volume 68 
Part 12 
Page o3372  
December 2012  

Received 13 October 2012
Accepted 11 November 2012
Online 17 November 2012

Key indicators
Single-crystal X-ray study
T = 273 K
Mean [sigma](C-C) = 0.003 Å
R = 0.039
wR = 0.105
Data-to-parameter ratio = 17.4
Details
Open access

2-Amino-4,6-dimethylpyrimidin-1-ium chloride

aDepartment of Hospitality Management, Taoyuan Innovation Institute of Technology, Jhongli 32091, Taiwan, and bDepartment of Chemistry, Chung-Yuan Christian University, Jhongli 32023, Taiwan
Correspondence e-mail: cwyeh@cycu.org.tw

In the title compound, C6H10N3+·Cl-, the cation is essentially planar with an r.m.s. deviations of the fitted atoms of 0.008 Å. In the crystal, adjacent ions are linked by weak N-H...Cl hydrogen bonds involving the pyrimidine and amine N atoms, forming a three-dimensional network. C-H...[pi] interactions between the methyl and pyrimidine groups and [pi]-[pi] stacking [centroid-centroid distance = 3.474 (1) Å] between parallel pyrimidine ring systems are also observed.

Related literature

For the crystal structures of 2-aminopyrimidinium salts with other anions, see: Cheng et al. (2010)[Cheng, X.-L., Gao, S. & Ng, S. W. (2010). Acta Cryst. E66, o127.]; Eshtiagh-Hosseini et al. (2010[Eshtiagh-Hosseini, H., Mahjoobizadeh, M. & Mirzaei, M. (2010). Acta Cryst. E66, o2210.]); Hu & Yeh (2012[Hu, H.-L. & Yeh, C.-W. (2012). Acta Cryst. E68, o2925.]).

[Scheme 1]

Experimental

Crystal data
  • C6H10N3+·Cl-

  • Mr = 159.62

  • Monoclinic, C 2/c

  • a = 16.372 (4) Å

  • b = 8.795 (2) Å

  • c = 12.007 (3) Å

  • [beta] = 108.133 (5)°

  • V = 1642.9 (8) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.40 mm-1

  • T = 273 K

  • 0.4 × 0.4 × 0.3 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2000[Bruker (2000). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.869, Tmax = 0.982

  • 5044 measured reflections

  • 1620 independent reflections

  • 1008 reflections with I > 2[sigma](I)

  • Rint = 0.046

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.105

  • S = 0.90

  • 1620 reflections

  • 93 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.18 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C1-C4/N2/N3 ring.

D-H...A D-H H...A D...A D-H...A
N1-H1A...Cli 0.86 2.42 3.260 (2) 167
N1-H1B...Clii 0.86 2.57 3.262 (2) 138
N2-H2N...Cl 0.86 2.22 3.042 (2) 161
C5-H5A...Cg1iii 0.96 3.00 3.446 (3) 110
Symmetry codes: (i) [x, -y, z+{\script{1\over 2}}]; (ii) [-x, y, -z+{\script{3\over 2}}]; (iii) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}].

Data collection: APEX2 (Bruker, 2010[Bruker (2010). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2010[Bruker (2010). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008)[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]; program(s) used to refine structure: SHELXL97 (Sheldrick, 2008)[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]; molecular graphics: DIAMOND (Brandenburg, 2010[Brandenburg, K. (2010). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GW2128 ).


Acknowledgements

We are grateful to the National Science Council of the Republic of China and the Taoyuan Innovation Institute of Technology for support.

References

Brandenburg, K. (2010). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2000). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2010). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Cheng, X.-L., Gao, S. & Ng, S. W. (2010). Acta Cryst. E66, o127.  [CSD] [CrossRef] [details]
Eshtiagh-Hosseini, H., Mahjoobizadeh, M. & Mirzaei, M. (2010). Acta Cryst. E66, o2210.  [CSD] [CrossRef] [details]
Hu, H.-L. & Yeh, C.-W. (2012). Acta Cryst. E68, o2925.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, o3372  [ doi:10.1107/S1600536812046569 ]

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