Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.003 Å; R factor = 0.044; wR factor = 0.120; data-to-parameter ratio = 16.1.The title compound, C 11 H 10 N 2 O 2 , was prepared by the esterfication of 5-phenyl-1H-pyrazole-3-carboxylic acid with methanol. The phenyl ring is rotated out of the pyrazole plane, forming a dihedral angle of 6.4 (1) . The crystal structure is stabilized by intermolecular aromaticinteractions [with a centroid-centroid distance of 3.862 (3) Å between the pyrazole ring and the benzene ring of a neighboring molecule], and by three different types of hydrogen bond (N-HÁ Á ÁN, N-HÁ Á ÁO and C-HÁ Á ÁO).
Related literatureFor the coordination chemistry of similar pyrazole derivatives, see: Trofimenko (1972); Xing et al. (2007); Infantes et al. (1999). For related literature, see: Otieno et al. (2002); Roussel et al. (2006). Experimental Crystal data C 11 H 10 N 2 O 2 M r = 202.21 Monoclinic, C2=c a = 24.540 (6) Å b = 5.980 (1) Å c = 16.387 (4) Å = 122.933 (2) V = 2018.3 (8) Å 3 Z = 8 Mo K radiation = 0.09 mm À1 T = 293 (2) K 0.20 Â 0.15 Â 0.05 mm
Data collectionBruker APEXII diffractometer Absorption correction: none 5591 measured reflections 2185 independent reflections 1612 reflections with I > 2(I) R int = 0.022