2009
DOI: 10.1107/s1600536809020820
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4-Hydroxy-N′-(3,5-dichloro-2-hydroxybenzylidene)benzohydrazide

Abstract: In the title compound, C14H10Cl2N2O3, the dihedral angle between the two benzene rings is 5.1 (2)°. The mol­ecule adopts an E configuration with respect to the C=N bond and an intra­molecular O—H⋯N inter­action is present. In the crystal structure, mol­ecules are linked through inter­molecular N—H⋯O and O—H⋯O hydrogen bonds.

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Cited by 4 publications
(2 citation statements)
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References 22 publications
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“…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…”
Section: Synthesis and Crystallizationmentioning
confidence: 99%
“…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…”
Section: Synthesis and Crystallizationmentioning
confidence: 99%
“…et al, 2003;Charkoudian et al, 2007;Avaji et al, 2009;Kümmerle et al, 2009;Raparti et al, 2009;Bayrak et al, 2009;Hearn et al, 2009). In the last few years, crystal structures of a number of hydrazone compounds have been reported (Fun et al, 2008;Lo & Ng, 2009;Ren, 2009;Zhang, 2009). As a continuation of our work in this area (Liang & Zou, 2009), the author reports herein the crystal structure of the title new hydrazone compound.…”
Section: Data Collectionmentioning
confidence: 99%