A second polymorph of 2,4,6-tris­(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine

Ng, S.W.

doi:10.1107/S1600536812043255

Volume 68
Part 11
Page o3201
November 2012

Received 13 October 2012
Accepted 17 October 2012
Online 24 October 2012

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.002 Å
R = 0.028
wR = 0.079
Data-to-parameter ratio = 15.0
Details

A second polymorph of 2,4,6-tris(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine

Seik Weng Ng ^a,^b ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and ^bChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: seikweng@um.edu.my

The molecule of the title compound, C₁₈H₂₁N₉, is nearly planar, with the three pyrazole rings aligned at 2.40 (5), 9.27 (5) and 9.71 (5)° with respect to the triazine ring. The triazine ring is planar (r.m.s. deviation = 0.005 Å), the distortion from a hexagonal arrangement arising from the angles at the N [112.4 (1)-113.1 (1)°] and C [127.1 (1)-127.6 (1)°] atoms deviating from 120°. The crystal studied was an inversion twin.

Related literature

For another Pna2₁ polymorph, see: Guerrero et al. (2003). For a discussion of the determination of the absolute parameter, see: Flack & Bernardinelli (2000); Hooft et al. (2008); Spek (2009).

Experimental

Crystal data

C₁₈H₂₁N₉
M_r = 363.44
Orthorhombic, P n a 2₁
a = 7.1840 (1) Å
b = 12.5079 (1) Å
c = 19.9527 (1) Å
V = 1792.89 (3) Å³
Z = 4
Cu K radiation
= 0.71 mm^-1
T = 100 K
0.30 × 0.25 × 0.20 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas CCD detector
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012) T_min = 0.815, T_max = 0.871
33189 measured reflections
3744 independent reflections
3740 reflections with I > 2(I)
R_int = 0.016

Refinement

R[F² > 2(F²)] = 0.028
wR(F²) = 0.079
S = 1.06
3744 reflections
250 parameters
1 restraint
H-atom parameters constrained
_max = 0.17 e Å^-3
_min = -0.23 e Å^-3
Absolute structure: Flack (1983), 1813 Friedel pairs
Flack parameter: 0.51 (19)

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2237 ).

Acknowledgements

The author thanks the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12) for supporting this study.

References

Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Flack, H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148.
Guerrero, A., Jalón, F. A., Manzano, B. R., Claramunt, R. M., Cabildo, P., Infantes, L., Cano, F. H. & Elguero, J. (2003). Chem. Heterocycl. Compd, pp. 1584-1591.
Hooft, R. W. W., Straver, L. H. & Spek, A. L. (2008). J. Appl. Cryst. 41, 96-103.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

organic compounds