Crystal structure of (4E)-4-(8-methoxy- 2H-chromen-2-ylidene)-3-methyl-1- phenyl-1H-pyrazol-5(4H)-one Muhammad Salim, a Munawar Ali Munawar, a Muhammad Nawaz Tahir, b * Muhammad Shahid a and Khizar Iqbal Malik a a Department of Chemistry, University of the Punjab, Lahore, Punjab, Pakistan, and b Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan. *Correspondence e-mail: dmntahir_uos@yahoo.com Received 6 May 2015; accepted 18 May 2015 Edited by W. Imhof, University Koblenz-Landau, Germany In the title compound, C 20 H 16 N 2 O 3 , the phenyl substituent attached to the pyrazole ring makes a dihedral angle of 4.87 (7)  with the rest of the molecule. In the crystal, molecules are connected into inversion dimers of the R 2 2 (14) type by pairs of C—HO interactions. – interactions exist between the benzene and pyrazole rings at a distance of 3.701 (1) A ˚ . Similarly, – interactions are present at a centroid–centroid distance of 3.601 (1) A ˚ between the oxygen-containing heterocyclic ring and methoxy substituted aromatic ring of a neighbouring molecule. Additional C— H and C O interactions are also observed. Keywords: crystal structure; pyrazolone; – interactions. CCDC reference: 1401584 1. Related literature For related structures, see: Chaudhry et al. (2012); Holzer et al. (1999); Malik et al. (2009). 2. Experimental 2.1. Crystal data C 20 H 16 N 2 O 3 M r = 332.35 Monoclinic, C2=c a = 28.179 (5) A ˚ b = 4.7108 (8) A ˚ c = 23.819 (5) A ˚  = 92.957 (7)  V = 3157.7 (10) A ˚ 3 Z =8 Mo K radiation  = 0.10 mm 1 T = 296 K 0.40  0.22  0.18 mm 2.2. Data collection Bruker Kappa APEXII CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2005) T min = 0.961, T max = 0.985 13056 measured reflections 3419 independent reflections 2389 reflections with I >2(I) R int = 0.033 2.3. Refinement R[F 2 >2(F 2 )] = 0.042 wR(F 2 ) = 0.127 S = 1.06 3419 reflections 229 parameters H-atom parameters constrained Á max = 0.22 e A ˚ 3 Á min = 0.16 e A ˚ 3 Table 1 Hydrogen-bond geometry and C—H and C O interactions (A ˚ ,  ). Cg1 and Cg2 are the centroids of the N1/N2/C7–C9 and C11–C14/C19/O2 rings, respectively. D—HA D—H HA DA D—HA C6—H6O1 0.93 2.28 2.911 (2) 124 C12—H12O1 0.93 2.38 3.004 (2) 124 C13—H13O1 i 0.93 2.53 3.2577 (19) 136 C10—H10ACg1 ii 0.96 2.79 3.6812 (17) 155 C7—O1Cg2 iii 1.23 (1) 3.65 (1) 3.9797 (18) 96 (1) Symmetry codes: (i) x; y þ 2; z; (ii) x; y  1; z; (iii) x; y þ 1; z. Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON. data reports o414 Salim et al. doi:10.1107/S2056989015009445 Acta Cryst. (2015). E71, o414–o415 ISSN 2056-9890