A triclinic polymorph of benzanilide: disordered molecules form hydrogen-bonded chains

Abstract

In the P polymorph of benzanilide or N‐phenyl­benz­amide, C13H11NO, the mol­ecules are linked into simple C(4) chains by N—H⋯O hydrogen bonds. The mol­ecules exhibit orientational disorder, but the donor and acceptor in a given hydrogen bond may occur, independently, in either the major or the minor orientation, such that all four possible N—H⋯O combinations have very similar geometries. The structure of this P polymorph can be related to that of a previously reported C2/c polymorph.

Hydrogen-bonding one-dimensional arrangement in the crystal of N-phenyl-2-hydroxyacetamide

“…The distortions result from the substitution effect of the 2-hydroxyacetamide group joined to the ring and the internal C6AC1AC2 and C3AC4AC5 angles to be smaller than 120°. These distortions are in agreement with those found in similar substituted benzene derivatives [27][28][29][30][31][32]. The non-H atoms of 2-hydroxyacetamide group are planar.…”

N-(3-Methylbenzoyl)-2-nitrobenzenesulfonamide

“…For studies, including by our group, on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Bowes et al (2003); Gowda et al (1999Gowda et al ( , 2003, on N-(aryl)-methanesulfonamides, see: Gowda et al (2007), on N-(aryl)-arylsulfonamides, see: Shetty & Gowda (2005), on N-(substitutedbenzoyl)-arylsulfonamides, see: Suchetan et al (2012), on N-chloroarylamides, see: Jyothi & Gowda (2004) and on N-bromoarylsulfonamides, see: Usha & Gowda (2006 Table 1 Hydrogen-bond geometry (Å , ). (2) 3.232 (3) 157 (2) Symmetry code: (i) Àx; Ày; Àz þ 1.…”

N-(2-Chlorobenzoyl)-2-nitrobenzenesulfonamide

“…As part of our studies on the substituent effects on the structures and other aspects of N-(aryl)-amides (Bowes et al, 2003;Gowda et al, 2006), N-(aryl)-methanesulfonamides (Gowda et al, 2007), N-(aryl)-arylsulfonamides (Shetty & Gowda, 2005); N-(substitutedbenzoyl)-arylsulfonamides (Suchetan et al, 2012) and N-chloro-arylsulfonamides (Gowda & Mahadevappa, 1983), in the present work, the crystal structure of N-(2-chlorobenzoyl)-2-nitrobenzenesulfonamide (I) has been determined (Fig.1).…”