Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid
Treatment of 3-formylacetylacetone with the isomeric o-, m- and p-aminobenzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carboxyphenylamino)methylidene]pentane-2,4-dione, 1, 3-[(3-carboxyphenylamino)methylidene]pentane-2,4-dione, 2, and 3-[(4-carboxyphenylamino)meth...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-01-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989021013050 |
| _version_ | 1819275599498182656 |
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| author | Jan Henrik Halz Andreas Hentsch Christoph Wagner Kurt Merzweiler |
| author_facet | Jan Henrik Halz Andreas Hentsch Christoph Wagner Kurt Merzweiler |
| author_sort | Jan Henrik Halz |
| collection | DOAJ |
| description | Treatment of 3-formylacetylacetone with the isomeric o-, m- and p-aminobenzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carboxyphenylamino)methylidene]pentane-2,4-dione, 1, 3-[(3-carboxyphenylamino)methylidene]pentane-2,4-dione, 2, and 3-[(4-carboxyphenylamino)methylidene]pentane-2,4-dione, 3, all C13H13NO4, that contain a planar amino-methylene-pentane-2,4-dione core with a strong intramolecular N—H...O hydrogen bridge. The carboxyphenyl groups attached to the nitrogen atom are almost coplanar to the central molecular fragment. Depending on the position of the carboxyl unit, different supramolecular structures with hydrogen-bonding networks are formed in the three title structures. |
| first_indexed | 2024-12-23T23:26:53Z |
| format | Article |
| id | doaj.art-9c16a5039d8e4ae78dd1928895200b79 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-23T23:26:53Z |
| publishDate | 2022-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-9c16a5039d8e4ae78dd1928895200b792022-12-21T17:26:11ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902022-01-01781545910.1107/S2056989021013050wm5628Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acidJan Henrik Halz0Andreas Hentsch1Christoph Wagner2Kurt Merzweiler3Martin-Luther-Universität Halle-Wittenberg, Naturwissenschaftliche Fakultät II, Institut für Chemie, D-06099 Halle, GermanyMartin-Luther-Universität Halle-Wittenberg, Naturwissenschaftliche Fakultät II, Institut für Chemie, D-06099 Halle, GermanyMartin-Luther-Universität Halle-Wittenberg, Naturwissenschaftliche Fakultät II, Institut für Chemie, D-06099 Halle, GermanyMartin-Luther-Universität Halle-Wittenberg, Naturwissenschaftliche Fakultät II, Institut für Chemie, D-06099 Halle, GermanyTreatment of 3-formylacetylacetone with the isomeric o-, m- and p-aminobenzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carboxyphenylamino)methylidene]pentane-2,4-dione, 1, 3-[(3-carboxyphenylamino)methylidene]pentane-2,4-dione, 2, and 3-[(4-carboxyphenylamino)methylidene]pentane-2,4-dione, 3, all C13H13NO4, that contain a planar amino-methylene-pentane-2,4-dione core with a strong intramolecular N—H...O hydrogen bridge. The carboxyphenyl groups attached to the nitrogen atom are almost coplanar to the central molecular fragment. Depending on the position of the carboxyl unit, different supramolecular structures with hydrogen-bonding networks are formed in the three title structures.http://scripts.iucr.org/cgi-bin/paper?S2056989021013050crystal structureaminobenzoic acidschiff base3-formylacetylacetone |
| spellingShingle | Jan Henrik Halz Andreas Hentsch Christoph Wagner Kurt Merzweiler Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid Acta Crystallographica Section E: Crystallographic Communications crystal structure aminobenzoic acid schiff base 3-formylacetylacetone |
| title | Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid |
| title_full | Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid |
| title_fullStr | Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid |
| title_full_unstemmed | Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid |
| title_short | Synthesis and crystal structures of three Schiff bases derived from 3-formylacetylacetone and o-, m- and p-aminobenzoic acid |
| title_sort | synthesis and crystal structures of three schiff bases derived from 3 formylacetylacetone and o m and p aminobenzoic acid |
| topic | crystal structure aminobenzoic acid schiff base 3-formylacetylacetone |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989021013050 |
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