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Acta Crystallographica Section E

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6-Methoxyquinoline N-oxide–hydroquinone (2/1)

Rodolfo Moreno-Fuquen, Kenneth Shankland and Francesa P. A. Fabbiani

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Acta Cryst. (2007). E63, o2891 Moreno-Fuquen et al. � 2C10H9NO2�C6H6O2

6-Methoxyquinoline N-oxide–hydroquinone (2/1)

Rodolfo Moreno-Fuquen,a* Kenneth Shanklandb and

Francesa P. A. Fabbianib

aDepartamento de Quımica, Facultad de Ciencias, Universidad del Valle, Apartado

25360, Santiago de Cali, Colombia, and bISIS Facility, Rutherford Appleton

Laboratory, Chilton, Didcot, Oxon OX11 0QX, England

Correspondence e-mail: rodimo26@yahoo.es

Received 23 April 2007; accepted 4 May 2007

Key indicators: single-crystal X-ray study; T = 150 K; mean �(C–C) = 0.002 A;

R factor = 0.033; wR factor = 0.089; data-to-parameter ratio = 12.3.

The title cocrystal, 2C10H9NO2�C6H6O2, belongs to a series of

molecular systems based on quinoline N-oxide. The hydro-

quinone molecule lies on an inversion centre. The cocrystal

structure is held together by an O—H� � �O hydrogen bond,

with a donor–acceptor distance of 2.6118 (18) A. The dihedral

angle formed by the mean planes of the two molecules is

83.5 (1)�. In the crystal structure, the title complex is stabilized

by weak C—H� � �O hydrogen bonds. Molecules of methoxy-

quinoline N-oxide and hydroquinone are intertwined, forming

chains along the [010] direction.

Related literature

For related literature, see: Moreno-Fuquen et al. (2005);

Wallwork & Powell (1980).

Experimental

Crystal data

2C10H9NO2�C6H6O2

Mr = 460.48Triclinic, P1a = 7.8841 (19) Ab = 8.480 (2) A

c = 9.887 (3) A� = 95.72 (2)�

� = 109.85 (3)�

� = 113.50 (2)�

V = 548.6 (3) A3

Z = 1Mo K� radiation� = 0.10 mm�1

T = 150 (2) K0.18 � 0.14 � 0.04 mm

Data collection

Oxford Diffraction Geminidiffractometer

Absorption correction: multi-scan(CrysAlis RED; OxfordDiffraction, 2006)Tmin = 0.963, Tmax = 1.000

4934 measured reflections1950 independent reflections1425 reflections with I > 2�(I)Rint = 0.022

Refinement

R[F 2 > 2�(F 2)] = 0.033wR(F 2) = 0.089S = 1.081950 reflections159 parameters

H atoms treated by a mixture ofindependent and constrainedrefinement

��max = 0.13 e A�3

��min = �0.17 e A�3

Table 1Hydrogen-bond geometry (A, �).

D—H� � �A D—H H� � �A D� � �A D—H� � �A

O3—H3H� � �O1 0.94 (2) 1.67 (2) 2.6118 (18) 176.2 (17)C1—H1� � �O3i 0.95 2.39 3.336 (3) 176

Symmetry code: (i) �x þ 2;�y þ 2;�z þ 2.

Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell

refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduc-

tion: CrysAlis RED; program(s) used to solve structure: SHELXS93

(Sheldrick, 1990); program(s) used to refine structure: SHELXL97

(Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows

(Farrugia, 1997); software used to prepare material for publication:

PARST95 (Nardelli, 1995).

RMF is grateful to the Instituto de Quımica Fısica

Rocasolano, CSIC, Spain, for the use of a licence for the

Cambridge Structural Database System (Allen, 2002), and

also acknowledges the Universidad del Valle, Colombia, for

partial financial support.

Supplementary data and figures for this paper are available from theIUCr electronic archives (Reference: FJ2019).

References

Allen, F. H. (2002). Acta Cryst. B58, 380–388.Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.Moreno-Fuquen, R., Montano, A. M. & Atencio, R. (2005). Acta Cryst. E61,

o3061–o3062.Nardelli, M. (1995). J. Appl. Cryst. 28, 659.Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions

1.171.31.5. Oxford Diffraction, Wroclaw, Poland. http://www.oxford-diffraction.com

Sheldrick, G. M. (1990). Acta Cryst. A46, 467–473.Sheldrick, G. M. (1997). SHELXL97. University of Gottingen, Germany.Wallwork, S. C. & Powell, H. M. (1980). J. Chem. Soc. Perkin Trans. 2, pp. 641–

646.

organic compounds

Acta Cryst. (2007). E63, o2891 doi:10.1107/S1600536807022040 # 2007 International Union of Crystallography o2891

Acta Crystallographica Section E

Structure ReportsOnline

ISSN 1600-5368

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