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Volume 64 
Part 8 
Page o1585  
August 2008  

Received 10 July 2008
Accepted 18 July 2008
Online 23 July 2008

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.003 Å
R = 0.048
wR = 0.128
Data-to-parameter ratio = 17.0
Details
Open access

4-Benzylpiperazin-1-ium chloride chloroform solvate

aFaculty of Chemistry and Chemical Engineering, Babes-Bolyai University, 11 Arany Janos Street, RO-400028, Cluj Napoca, Romania, and bInstitut für Anorganische und Physikalische Chemie, Universität Bremen, D-28334 Bremen, Germany
Correspondence e-mail: richy@chem.ubbcluj.ro

The ions of the title chloroform-solvated salt, C11H17N2+·Cl-·CHCl3, are linked by a strong N-H...Cl hydrogen bond; the solvent molecule also interacts with the chloride ion through a C-H...Cl hydrogen bond. Additionally, neighboring cations form weak hydrogen bonds to the anion, resulting in a supramolecular ribbon that runs along the a axis.

Related literature

For related literature, see Albinati et al. (1980[Albinati, A., Meille, S. V., Cariati, F., Marcotrigiano, G., Menabue, L. & Pellacani, G. C. (1980). Inorg. Chim. Acta, 38, 221-226.]); Antolini et al. (1981[Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M., Marcotrigiano, G. & Porzio, W. (1981). J. Chem. Soc. Dalton Trans. pp. 1753-1759.], 1982[Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M. & Marcotrigiano, G. (1982). Inorg. Chim. Acta, 58, 193-200.]); Osa et al. (2002[Osa, Y., Sato, Y., Hatano, A. & Takayanagi, T. (2002). Anal. Sci. 18, 1069-1070.]); Tanaka et al. (2005[Tanaka, R., Haramura, M., Tanaka, A. & Hirayama, N. (2005). X-ray Struct. Anal. Online, 21, x3-x4.]).

[Scheme 1]

Experimental

Crystal data
  • C11H17N2+·Cl-·CHCl3

  • Mr = 332.08

  • Triclinic, [P \overline 1]

  • a = 5.6053 (4) Å

  • b = 9.4889 (9) Å

  • c = 15.303 (2) Å

  • [alpha] = 100.980 (8)°

  • [beta] = 90.957 (7)°

  • [gamma] = 93.219 (7)°

  • V = 797.51 (15) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.73 mm-1

  • T = 173 (2) K

  • 0.40 × 0.32 × 0.30 mm

Data collection
  • Siemens P4 diffractometer

  • Absorption correction: none

  • 4013 measured reflections

  • 2967 independent reflections

  • 2811 reflections with I > 2[sigma](I)

  • Rint = 0.015

  • 3 standard reflections every 197 reflections intensity decay: none

Refinement
  • R[F2 > 2[sigma](F2)] = 0.047

  • wR(F2) = 0.128

  • S = 1.07

  • 2967 reflections

  • 175 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.56 e Å-3

  • [Delta][rho]min = -0.72 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H1N...Cl1 0.85 (2) 2.30 (2) 3.140 (2) 169 (2)
C12-H12...Cl1 0.89 (3) 2.60 (3) 3.401 (2) 151 (2)
N2-H2N...Cl1i 0.88 (2) 2.26 (2) 3.096 (2) 159 (2)
C10-H10A...Cl1ii 0.97 2.74 3.684 (2) 165
Symmetry codes: (i) x-1, y, z; (ii) -x+1, -y, -z+1.

Data collection: XSCANS (Siemens, 1994[Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); cell refinement: XSCANS; data reduction: XSCANS; 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 & Putz, 2006[Brandenburg, K. & Putz, H. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: publCIF (Westrip, 2008[Westrip, S. P. (2008). publCIF. In preparation.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2473 ).


Acknowledgements

The financial support provided by the Ministry of Education and Research of Romania (Excellency Research Program, project CEx-05-D11-16/2005; grant No. CNCSIS TD-80/2007) is greatly appreciated.

References

Albinati, A., Meille, S. V., Cariati, F., Marcotrigiano, G., Menabue, L. & Pellacani, G. C. (1980). Inorg. Chim. Acta, 38, 221-226.  [CrossRef] [ChemPort]
Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M. & Marcotrigiano, G. (1982). Inorg. Chim. Acta, 58, 193-200.  [CrossRef] [ChemPort]
Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M., Marcotrigiano, G. & Porzio, W. (1981). J. Chem. Soc. Dalton Trans. pp. 1753-1759.  [CrossRef]
Brandenburg, K. & Putz, H. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Osa, Y., Sato, Y., Hatano, A. & Takayanagi, T. (2002). Anal. Sci. 18, 1069-1070.  [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
Tanaka, R., Haramura, M., Tanaka, A. & Hirayama, N. (2005). X-ray Struct. Anal. Online, 21, x3-x4.  [CrossRef] [ChemPort]
Westrip, S. P. (2008). publCIF. In preparation.


Acta Cryst (2008). E64, o1585  [ doi:10.1107/S1600536808022587 ]

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