2007
DOI: 10.1107/s1600536807022878
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N-(2-Chlorophenyl)benzamide

Abstract: In the structure of the title compound (N2CPBA), C13H10ClNO, the conformation of the N—H bond is anti to the ortho‐Cl substituent in the aniline benzene ring. It closely resembles the structure of 2‐chloro‐N‐phenylbenzamide (NP2CBA), although the two amides crystallize in different crystal systems. The molecules of N2CPBA are linked into a chain through an N—H...O hydrogen bond.

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Cited by 17 publications
(22 citation statements)
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“…The N1-H1 bonds in both forms are anti to the Cl1 substituents of the C8···C13 aniline rings. This behaviour parallels that observed with N-(2-chlorophenyl)benzamide (Gowda et al, 2007a) and N-(3,4-dichlorophenyl)benzamide (Gowda et al, 2007c), whereas the a syn conformation is favoured in N-(2,3-dichlorophenyl)benzamide (Gowda et al, 2007b) In the crystal structure, Fig. 2, intermolecular N1-H1···O1 hydrogen bonds form C4 chains along the c axis (Bernstein et al 1995).…”
Section: A Monoclinic Polymorph Of N-(3-chlorophenyl)benzamidesupporting
confidence: 81%
“…The N1-H1 bonds in both forms are anti to the Cl1 substituents of the C8···C13 aniline rings. This behaviour parallels that observed with N-(2-chlorophenyl)benzamide (Gowda et al, 2007a) and N-(3,4-dichlorophenyl)benzamide (Gowda et al, 2007c), whereas the a syn conformation is favoured in N-(2,3-dichlorophenyl)benzamide (Gowda et al, 2007b) In the crystal structure, Fig. 2, intermolecular N1-H1···O1 hydrogen bonds form C4 chains along the c axis (Bernstein et al 1995).…”
Section: A Monoclinic Polymorph Of N-(3-chlorophenyl)benzamidesupporting
confidence: 81%
“…(N26DCPBA) and other benzanilides (Gowda et al, 2007a(Gowda et al, ,b, 2008a. The bond parameters in N24DCPBA are similar to those in NPBA, N2CPBA, N4CPBA, N23DCPBA, N26DCPBA and other benzanilides.…”
Section: S1 Commentmentioning
confidence: 59%
“…In the present work, the structure of N-(2,4-dichlorophenyl)-benzamide (N24DCPBA) has been determined to study the effect of substituents on the structures of benzanilides (Gowda et al, 2003(Gowda et al, , 2007a(Gowda et al, ,b, 2008a. The conformations of the N-H and C=O bonds in the structure of N24DCPBA ( Fig.1) are anti to each other, similar to that observed in N-(phenyl)-benzamide (NPBA) (Gowda et al, 2003)…”
Section: S1 Commentmentioning
confidence: 63%
“…For related literature, see: Gowda et al (2003); ; Gowda, Sowmya, Kožíšek et al (2007); Gowda, Sowmya, Tokarcik et al (2007); Jones et al (1990); Clark & Reid (1995).…”
Section: Related Literaturementioning
confidence: 99%
“…In the present work, the structure of N-(3,4-dichlorophenyl)-benzamide has been determined to explore the substituent effects on the structures of N-aromatic amides (Gowda et al, 2003;Gowda, Sowmya, Kožíšek et al 2007;Gowda, Sowmya, Tokarcik et al, 2007). The conformation of the N-H bond (Fig.…”
Section: S1 Commentmentioning
confidence: 99%