In:
Acta Crystallographica Section B Structural Science, International Union of Crystallography (IUCr), Vol. 61, No. 2 ( 2005-04-01), p. 227-237
Abstract:
The six isomeric N -(iodophenyl)nitrophthalimides, C 14 H 7 IN 2 O 4 , have been synthesized and the structures of five of them are reported. In N -(4-iodophenyl)-4-nitrophthalimide [(I), orthorhombic P 2 1 2 1 2 1 ] the molecules are linked into sheets by a combination of four independent C—H...O hydrogen bonds, but I...O interactions are absent. The isomers N -(3-iodophenyl)-4-nitrophthalimide [(II), monoclinic P 2 1 / c ] and N -(2-iodophenyl)-4-nitrophthalimide [(III), monoclinic P 2 1 / n ] both form sheets, but in (II) the molecules are linked by a combination of one two-centre iodo...nitro interaction and one C—H...O hydrogen bond into sheets containing R_4^4(30) rings, while in (III) they are linked by an iodo...carbonyl interaction and a C—H...O hydrogen bond into sheets or R_4^4(26) rings. Three-dimensional supramolecular structures are formed in both N -(4-iodophenyl)-3-nitrophthalimide [(IV), monoclinic P 2 1 / n ] and N -(3-iodophenyl)-3-nitrophthalimide [(V), orthorhombic, P 2 1 2 1 2 1 ]. In (IV) the molecules are linked by a three-centre iodo...nitro interaction, three C—H...O hydrogen bonds and an aromatic π...π stacking interaction, but the framework in (V) is generated by a two-centre iodo...nitro interaction and only two C—H...O hydrogen bonds: aromatic π...π stacking interactions are absent from (V).
Type of Medium:
Online Resource
ISSN:
0108-7681
DOI:
10.1107/S0108768105004234
DOI:
10.1107/S0108768105004234/bm5022sup1.cif
DOI:
10.1107/S0108768105004234/bm5022Isup2.fcf
DOI:
10.1107/S0108768105004234/bm5022IIsup3.fcf
DOI:
10.1107/S0108768105004234/bm5022IIIsup4.fcf
DOI:
10.1107/S0108768105004234/bm5022IVsup5.fcf
DOI:
10.1107/S0108768105004234/bm5022Vsup6.fcf
Language:
Unknown
Publisher:
International Union of Crystallography (IUCr)
Publication Date:
2005
detail.hit.zdb_id:
2020841-8
SSG:
13