7-Nitro-2-phenyl-4H-3,1-benzoxazin-4-one

Abstract

Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.004 Å; R factor = 0.057; wR factor = 0.171; data-to-parameter ratio = 11.7.The title compound, C 14 H 8 N 2 O 4 , was synthesized by reacting p-nitroanthranilic acid and benzoyl chloride at ambient temperature. The structure is stabilized by an intramolecular C-HÁ Á ÁO hydrogen bond and an intermolecular C-HÁ Á ÁO hydrogen bond. Additionally, weakstacking interactions [centroid-centroid distance 3.6 (17) Å ] between adjacent molecules further stabilize the crystal structure and form parallel layers along the b axis. Related literatureFor related literature, see: Allen et al. Experimental Crystal data C 14 H 8 N 2 O 4 M r = 268.22 Monoclinic, P2 1 =c a = 7.6403 (14) Å b = 7.4693 (13) Å c = 22.047 (4) Å = 105.595 (6) V = 1211.9 (4) Å 3 Z = 4 Mo K radiation = 0.11 mm À1 T = 293 (2) K 0.45 Â 0.42 Â 0.09 mm Data collectionBruker SMART APEX CCD areadetector diffractometer Absorption correction: multi-scan (SADABS;Sheldrick, 1996) T min = 0.952, T max = 0.990 5798 measured reflections 2109 independent reflections 1821 reflections with I > 2(I) R int = 0.019