N-[2-(4-Methyl-2-quinolyl)phenyl]acetamide: aP1 structure withZ= 4

Abstract

The title compound, C18H16N2O, crystallizes in the triclinic space group P1, with four independent mol­ecules in the asymmetric unit wherein two mol­ecules have an irregular -ac, -ac, +ap conformation (ap, antiperiplanar; ac, anticlinal), while the other mol­ecules exhibit a different, +ac, +ac, +ap conformation. The planar (r.m.s. deviation = 0.006 Å in each of the four molecules) quinoline ring systems of the four mol­ecules are oriented at dihedral angles of 32.8 (2), 33.4 (2), 31.7 (2) and 32.3 (2)° with respect to the benzene rings. Intra­molecular N—H⋯N inter­actions occur in all four independent mol­ecules. The crystal packing is stabilized by inter­molecular N—H⋯O and C—H⋯O hydrogen bonds, and are further consolidated by C—H⋯π and π–π stacking inter­actions [centroid–centroid distances = 3.728 (3), 3.722 (3), 3.758 (3) and 3.705 (3) Å].

N-(3-Chloro-4-fluorophenyl)acetamide

“…To complement earlier studies of acetamides (Khan et al, 2010;Tahir & Shad, 2011), we report herein the crystal structure of the title compound.…”

“…For background to acetamides, see: Khan et al (2010); Tahir & Shad (2011). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

Playing around with MP, a tool for the analysis of pseudosymmetry: recurrent appearance of local pseudo-space groups in the asymmetric unit of Z′ = 4 structures

“…(c) And finally, what we consider to be the most stringent validation of the PS description, the way in which all four molecules in the AU collapse under the application of the mimicked SG operations (performed using the UNIQ instruction in XP). Case 4c is for CSD refcode CICQAH (von Chrzanowski et al, 2007) and Case 4d for DUTGAB (Khan et al, 2010). The colour code is as in Fig.…”

“…The colour code is as in Fig. 3. 3 The complete set includes cases 4a with CSD refcode BERSUM (Gzella et al, 1999); 4b BIJDON05 (Ng, 2011); 4c CICQAH (von Chrzanowski et al, 2007); 4d DUTGAB (Khan et al, 2010); 4e GUFKAT (Blake et al, 1999); 4f LEFRIZ (Khalaji et al, 2012); 4g MUCJIE (Lu et al, 2009); 4h NOZVIH (Dobson & Gerkin, 1998); 4i QIMMAA (Bats et al, 2001); 4j RAHDUC (Piccialli et al, 2017); 4k GOFQUO (Fairuz et al, 2008); 4l WERNOW (Tinant et al, 1994); 4m RIZCEJ (Gró f et al, 2008); 4n BOKXII (Hickel et al, 1983); 4o PELLIC (Cuffini et al, 2006); 4p TIJPUX (Kato et al, 2001); 4q UKIZUK (Budesinsky et al, 2010); 4r UPAXUF (Xie & Zhao, 2011); 4s XODYAS (Burrett et al, 2014); 4t CICROW (Kettmann et al, 2007); 4u ABADIS02 (Kuai & Cheng, 2011); 4v PAVRUB (Owczarzak & Kubicki, 2012); 4w TEJPAZ (Alcock et al, 1996); 4x GALBEB (Britton, 2005).…”

2,2,2-Trichloro-N-(3-nitrophenyl)acetamide

“…For background to acetamides, see: Khan et al (2010); Tahir & Shad (2011). For a related structure, see: Rosli et al (2007).…”