(IUCr) 1,3-Phenylenediammonium dinitrate

Volume 65
Part 11
Page o2601
November 2009

Received 22 September 2009
Accepted 26 September 2009
Online 3 October 2009

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.002 Å
R = 0.033
wR = 0.092
Data-to-parameter ratio = 11.2
Details

1,3-Phenylenediammonium dinitrate

Bobby Portis,^a Kalpana R. Dey,^a Musabbir A. Saeed,^a Douglas R. Powell ^b and Md. Alamgir Hossain ^a ^*

^aDepartment of Chemistry and Biochemistry, 1400 J. R. Lynch St, PO Box 17910, Jackson State University, Jackson, MS 39217-0510, USA, and ^bDepartment of Chemistry and Biochemistry, University of Oklahoma, 620 Parrington Oval, Room 208, Norman, OK 73019-3051, USA
Correspondence e-mail: alamgir@chem.jsums.edu

In the title compound, C₆H₁₀N₂²⁺·2NO₃^-, the dication lies on a crystallographic twofold rotation axis. The nitrate ions are linked to the dications though N-HO hydrogen bonds, forming a three-dimensional network.

Related literature

For general background to polyamines, see: Bianchi et al. (1997); Ilioudis et al. (2002); Hossain (2008). For related structures, see: Anderson et al. (2006; Gawlicka-Chruszcz & Stadnicka (2002); Soumhi & Jouini (1995); Wang et al. (2007).

Experimental

Crystal data

C₆H₁₀N₂²⁺·2NO₃^-
M_r = 234.18
Monoclinic, C 2/c
a = 16.2548 (12) Å
b = 9.6212 (8) Å
c = 7.1070 (6) Å
= 115.506 (6)°
V = 1003.14 (14) Å³
Z = 4
Cu K radiation
= 1.22 mm^-1
T = 100 K
0.53 × 0.50 × 0.24 mm

Data collection

Bruker APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2007) T_min = 0.562, T_max = 0.761
5278 measured reflections
942 independent reflections
882 reflections with I > 2(I)
R_int = 0.036

Refinement

R[F² > 2(F²)] = 0.033
wR(F²) = 0.092
S = 1.01
942 reflections
84 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.26 e Å^-3
_min = -0.20 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N5-H5AO1A	0.94 (2)	1.87 (2)	2.7955 (15)	168 (2)
N5-H5BO1Aⁱ	0.92 (2)	1.95 (2)	2.8416 (16)	163 (2)
N5-H5CO3Aⁱⁱ	0.92 (2)	1.96 (2)	2.8626 (16)	167 (2)
Symmetry codes: (i) $[x, -y, z-{\script{1\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+2]$ .

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2920 ).

Acknowledgements

This work was supported by the National Center for Research Resources (grant No. G12RR013459) and the National Institutes of Health (NIH) Science Education Partnership Award (SEPA) Program `Recovery Act Administrative Supplements Providing Summer Research Research Experiences for Students and Science Educators' under contract 5R25RR020405-04S1. Funds to purchase the diffractometer used in this study were provided in part by the National Science Foundation (grant No. CHE-0130835).

References

Anderson, K. M., Goeta, K. M., Hancock, K. S. B. & Steed, J. W. (2006). Chem. Commun. pp. 2138-2140.
Bianchi, A., García-España, E. & Bowman-James, K. (1997). Supramolecular Chemistry of Anions. New York: Wiley-VCH.
Bruker (1998). SMART and SAINT. Bruker AXS, Inc., Madison, Wisconsin, USA.
Gawlicka-Chruszcz, A. & Stadnicka, K. (2002). Acta Cryst. C58, o416-o420.
Hossain, M. A. (2008). Curr. Org. Chem. 12, 1231-1256.
Ilioudis, C. A., Georganopoulou, D. G. & Steed, J. W. (2002). CrystEngComm, 4, 26-36.
Sheldrick, G. M. (2007). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Soumhi, E. H. & Jouini, T. (1995). Acta Cryst. C51, 1457-1459.
Wang, K.-W., Zhang, H. & Shen, L.-Q. (2007). Acta Cryst. E63, o126-o128.

organic compounds