8b,8c-Diphenyl-2,6-bis(4-pyridyl­meth­yl)­perhydro-2,3a,4a,6,7a,8a-hexa­aza­cyclo­penta­[def]fluorene-4,8-dithione chloro­form solvate

Deng, C.; Shu, W.; Zhang, D.

doi:10.1107/S1600536810020040

Volume 66
Part 7
Page o1524
July 2010

Received 27 April 2010
Accepted 27 May 2010
Online 5 June 2010

Key indicators
Single-crystal X-ray study
T = 294 K
Mean (C-C) = 0.008 Å
R = 0.062
wR = 0.210
Data-to-parameter ratio = 13.7
Details

8b,8c-Diphenyl-2,6-bis(4-pyridylmethyl)perhydro-2,3a,4a,6,7a,8a-hexaazacyclopenta[def]fluorene-4,8-dithione chloroform solvate

Cong Deng,^a ^* Wenming Shu ^a and Dongxue Zhang ^a

^aKey Laboratory of Pesticides and Chemical Biology of the Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, People's Republic of China
Correspondence e-mail: net_dcong@163.com

In the thioglycoluril system of the title compound, C₃₂H₃₀N₈S₂·CHCl₃, the two pyridine rings are roughly parallel, forming a dihedral angle of 7.2 (1)°, and the distance between the centroids of the two phenyl rings is 3.951 (5) Å. The chloroform solvent molecule is linked to the main molecule via a weak C-HN hydrogen bond.

Related literature

For applications of glycoluril derivatives, see: Rowan et al. (1999). For the preparation of the title compound, see: Broan et al. (1989); Li et al. (2008).

Experimental

Crystal data

C₃₂H₃₀N₈S₂·CHCl₃
M_r = 710.13
Triclinic, $[P \overline 1]$
a = 9.5381 (6) Å
b = 12.1712 (8) Å
c = 14.8765 (9) Å
= 100.978 (1)°
= 91.699 (1)°
= 98.500 (1)°
V = 1673.81 (18) Å³
Z = 2
Mo K radiation
= 0.44 mm^-1
T = 294 K
0.20 × 0.10 × 0.10 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer
11061 measured reflections
5690 independent reflections
2136 reflections with I > 2(I)
R_int = 0.109

Refinement

R[F² > 2(F²)] = 0.062
wR(F²) = 0.210
S = 0.85
5690 reflections
415 parameters
H-atom parameters constrained
_max = 0.47 e Å^-3
_min = -0.39 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C33-H33N8ⁱ	0.98	2.33	3.168 (9)	142 (8)
Symmetry code: (i) -x+2, -y+1, -z+1.

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV2714 ).

Acknowledgements

The authors are grateful to the Central China Normal University for financial support and to Dr Xiang-Gao Meng for the X-ray data collection.

References

Broan, C. J., Butler, A. R., Reed, D. & Sadler, I. H. (1989). J. Chem. Soc. Perkin Trans. 2, pp. 731-740.
Bruker (1997). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (1999). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Li, Y. T., Meng, X. G., Cao, L. P., Wang, Y. Z., Yin, G. D., Gao, M., Wen, L. L. & Wu, A. X. (2008). Cryst. Growth Des. 8, 1645-1653.
Rowan, A. E., Elemans, J. A. A. W. & Nolte, R. J. M. (1999). Acc. Chem. Res. 32, 995-1006.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds