2-Methyl­pyridine–urea (1/1)

Ashurov, J.; Ibragimov, B.; Talipov, S.

doi:10.1107/S1600536812002164

Volume 68
Part 2
Page o504
February 2012

Received 30 December 2011
Accepted 18 January 2012
Online 21 January 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.056
wR = 0.167
Data-to-parameter ratio = 15.7
Details

2-Methylpyridine-urea (1/1)

Jamshid Ashurov,^a ^* Bakhtiyar Ibragimov ^a and Samat Talipov ^a

^aInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, H. Abdullaev Str. 83, Tashkent 100125, Uzbekistan
Correspondence e-mail: atom.uz@mail.ru

In the crystal structure of the title compound, C₆H₇N·CH₄N₂O, the 2-methylpyridine and urea molecules are linked via N-HO and N-HN hydrogen bonds, forming ribbons extending along the a axis. The dihedral angle between the 2-methylpyridine and urea mean planes is 89.09 (9)°. The methyl group shows rotational disorder wherein the H atoms are located over two sets of sites with equal occupancies.

Related literature

For crystal structures of urea inclusion compounds, see: Izotova et al. (2008); Chadwick et al. (2009).

Experimental

Crystal data

C₆H₇N·CH₄N₂O
M_r = 153.19
Orthorhombic, P b c a
a = 7.471 (5) Å
b = 14.916 (5) Å
c = 15.338 (5) Å
V = 1709.2 (14) Å³
Z = 8
Cu K radiation
= 0.68 mm^-1
T = 293 K
0.36 × 0.30 × 0.22 mm

Data collection

Oxford Diffraction Xcalibur Ruby diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.]$ ) T_min = 0.337, T_max = 1.000
5969 measured reflections
1756 independent reflections
1011 reflections with I > 2(I)
R_int = 0.049

Refinement

R[F² > 2(F²)] = 0.056
wR(F²) = 0.167
S = 0.97
1756 reflections
112 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.16 e Å^-3
_min = -0.20 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2BN1	0.91 (2)	2.26 (2)	3.131 (3)	160 (2)
N2-H2AO1ⁱ	0.84 (2)	2.11 (2)	2.953 (3)	179 (2)
N3-H3BN1	0.88 (2)	2.30 (2)	3.137 (3)	161 (2)
N3-H3AO1ⁱⁱ	0.91 (2)	2.03 (2)	2.938 (3)	177 (2)
Symmetry codes: (i) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ ; (ii) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ .

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.]$ ); 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: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PV2503 ).

Acknowledgements

This work was supported by a Grant for Fundamental Research from the Center of Science and Technology, Uzbekistan (No. FA-F3-T-141).

References

Chadwick, K., Davey, R., Sadiq, G., Cross, W. & Pritchard, R. (2009). CrystEngComm, 11, 412-414.
Izotova, L., Ashurov, J., Talipov, S., Ibragimov, B. & Weber, E. (2008). Acta Cryst. E64, o1945.
Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds