Crystal structures of 3-fluoro-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide, 3-bromo-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide and 3-iodo-N-[2-(tri-fluoro-meth-yl)phen-yl]benzamide.

P A Suchetan, E Suresha, S Naveen, N K Lokanath

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Article in Acta crystallographica. Section E, Crystallographic communications, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1 citing paper in PubMed.

Structural analysis of 2-iodo-benzamide and 2-iodo-Acta crystallographica. Section E, Crystallographic communications · 2018
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4 authors.

P A SuchetanDepartment of Chemistry, University College of Science, Tumkur University, Tumkur 572 103, India.

E SureshaDepartment of Chemistry, University College of Science, Tumkur University, Tumkur 572 103, India.

S NaveenInstitution of Excellence, University of Mysore, Manasagangotri, Mysuru 570 006, India.

N K LokanathDepartment of Studies in Physics, University of Mysore, Manasagangotri, Mysuru 570 006, India.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

In the title compounds, C14H9F4NO, (I), C14H9BrF3NO, (II), and C14H9F3INO, (III), the two benzene rings are inclined to one another by 43.94 (8)° in mol-ecule A and 55.66 (7)° in mol-ecule B of compound (I), which crystallizes with two independent mol-ecules in the asymmetric unit, but by only 10.40 (12)° in compound (II) and 12.5 (2)° in compound (III). In the crystals of all three compounds, N-H⋯O hydrogen bonds link the mol-ecules to form chains propagating along the a-axis direction for (I), and along the b-axis direction for (II) and (III). In the crystal of (I), -A-B-A-B- chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to (010). Within the layers there are weak offset π-π inter-actions present [inter-centroid distances = 3.868 (1) and 3.855 (1) Å]. In the crystals of (II) and (III), the chains are linked via short halogen-halogen contacts [Br⋯Br = 3.6141 (4) Å in (II) and I⋯I = 3.7797 (5) Å in (III)], resulting in the formation of ribbons propagating along the b-axis direction.

Indexed as

2-(trifluoromethyl)phenylamidebenzamidecrystal structurehalogen–halogen contactsN—H⋯O hydrogen bonding

Identifiers

PMID27308050

DOI10.1107/S2056989016007866

PMCPMC4908555

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