4-Benzyl­piperazin-1-ium chloride chloro­form solvate

Nema, M.G.; Varga, R.A.; Silvestru, C.; Breunig, H.J.

doi:10.1107/S1600536808022587

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 (C-C) = 0.003 Å
R = 0.048
wR = 0.128
Data-to-parameter ratio = 17.0
Details

4-Benzylpiperazin-1-ium chloride chloroform solvate

Mihai G. Nema,^a Richard A. Varga,^a ^* Cristian Silvestru ^a and Hans J. Breunig ^b

^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-HCl hydrogen bond; the solvent molecule also interacts with the chloride ion through a C-HCl 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); Antolini et al. (1981, 1982); Osa et al. (2002); Tanaka et al. (2005).

Experimental

Crystal data

C₁₁H₁₇N₂⁺·Cl^-·CHCl₃
M_r = 332.08
Triclinic, $[P \overline 1]$
a = 5.6053 (4) Å
b = 9.4889 (9) Å
c = 15.303 (2) Å
= 100.980 (8)°
= 90.957 (7)°
= 93.219 (7)°
V = 797.51 (15) Å³
Z = 2
Mo K radiation
= 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(I)
R_int = 0.015
3 standard reflections every 197 reflections intensity decay: none

Refinement

R[F² > 2(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
_max = 0.56 e Å^-3
_min = -0.72 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H1NCl1	0.85 (2)	2.30 (2)	3.140 (2)	169 (2)
C12-H12Cl1	0.89 (3)	2.60 (3)	3.401 (2)	151 (2)
N2-H2NCl1ⁱ	0.88 (2)	2.26 (2)	3.096 (2)	159 (2)
C10-H10ACl1ⁱⁱ	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); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2006); software used to prepare material for publication: publCIF (Westrip, 2008).

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.
Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M. & Marcotrigiano, G. (1982). Inorg. Chim. Acta, 58, 193-200.
Antolini, L., Menabue, L., Pellacani, G. C., Saladini, M., Marcotrigiano, G. & Porzio, W. (1981). J. Chem. Soc. Dalton Trans. pp. 1753-1759.
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.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
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.
Westrip, S. P. (2008). publCIF. In preparation.

organic compounds