(E)-4-Hydroxy-N′-(2-methoxybenzylidene)benzohydrazide

Abstract

Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.002 Å; R factor = 0.044; wR factor = 0.114; data-to-parameter ratio = 23.4.In the title compound, C 15 H 14 N 2 O 3 , the dihedral angle between the benzene rings is 66.56 (5) . In the crystal, N-HÁ Á ÁO, O-HÁ Á ÁO and C-HÁ Á ÁO interactions link the molecules into a three-dimensional network. A -interaction, with a centroid-centroid distance of 3.628 (6) Å , helps to establish the packing. Related literature

Crystal structure of (E)-4-hydroxy-N′-(3-methoxybenzylidene)benzohydrazide

“…In molecule A, the methoxy group is slightly twisted from the attached benzene ring [C15-O3-C11-C10 = 14.2 (3) ] whereas it is essentially coplanar in molecule B [where the corresponding torsion angle is À2.4 (3) ]. The bond distances agree with literature values and are comparable with those in related structures Horkaew et al, 2011;Rassem et al, 2012;Shi, 2009).…”

“…A search of SciFinder (Scifinder, 2015) reveals a total of 719 related structures with benzohydrazides, and 52 related structure with 4-hydroxybenzohydrazides. Specific examples by Horkaew et al, 2011;Rassem et al, 2012;Shi, 2009) have been mentioned in the Chemical context section.…”

N′-(3,4-Dihydroxybenzylidene)-2-methoxybenzohydrazide

“…For the structures and biological aspects of benzohydrazone derivatives, see: Horkaew et al (2012); Rassem et al (2012); Zhang et al (2012); Fun et al (2011). For hydrogen-bond motifs, see: Bernstein et al (1995);.…”

“…In recent years, benzohydrazone derivatives have received much attention especially for their structures and biological aspects (Horkaew et al, 2012;Rassem et al, 2012;Zhang et al, 2012;Fun et al, 2011). We report herein the title new benzohydrazone derivative, (I).…”

Crystal structure of (E)-N′-(3,4-dihydroxybenzylidene)-4-hydroxybenzohydrazide

“…572-573 K. UV-Vis (MeOH) max 213, 327 nm; FT-IR (KBr) (cm Table 2 Selected torsion angles ( ) and the dihedral angle ( ) between the terminal benzene rings. (Ren, 2009) 3,5-dichloro-2-hydroxyphenyl 12.3 178.7 À179.4 À7.3 5.1 ROFMOP (Xue et al, 2008) 3-bromo-5-chloro-2-hydroxyphenyl À2.3 175.9 À176.5 À1.3 3.0 TEWLAL (Ayyannan et al, 2016) 5-bromo-2-hydroxyphenyl À15.7 À173.6 168.9 3.1 27.0 WACVON (Shalash et al, 2010) 4 (Salhin et al, 2007) 2-hydroxyphenyl 18.8 179.5 178.7 3.3 21.7 ZAPKOS (Hou, 2012) 3-nitrophenyl À14.6 169.4 177.4 13.8 9.2 ZIPLAO (Prachumrat et al, 2018) 2,3-dimethoxyphenyl 9.6 À175.3 172.9 À1.3 9.3 Non-planar CABWUA (Meng et al, 2014) 2-hydroxy-5-methylphenyl 18.4 À178.5 À169.8 8.0 40.8 CEDBAQ (Subashini et al, 2012) 4-(diethylamino)phenyl 34.9 À178.5 À151.7 8.75 77.3 HUCVIL (Hao, 2009) 2-chlorophenyl À22.5 À179.2 177.4 À4.2 30.5 HUCWOS (Shi, 2009) 4-methoxyphenyl À50.9 À177.5 174.8 9.2 46.6 MOSPEQ (Qiu, 2009) 5-chloro-2-hydroxyphenyl 19.0 À178.5 À170.9 7.59 40.2 PAQJID (Gopal Reddy et al, 2017) 4-ethylphenyl À39.9 171.1 173.9 7.4 49.9 PAWVUG (Rassem et al, 2012a) 2…”