6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine
The title compound, C12H9ClN4, was prepared from dichloropyridazine and tolyltetrazole in a nucleophilic biaryl coupling followed by thermal ring transformation. The molecule is essentially planar (r.m.s. deviation for all non-H atoms = 0.036 Å) and an intramolecular C&...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2011-10-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536811035288 |
| _version_ | 1819294252528566272 |
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| author | Heiner Detert Dieter Schollmeyer Jasmin Preis |
| author_facet | Heiner Detert Dieter Schollmeyer Jasmin Preis |
| author_sort | Heiner Detert |
| collection | DOAJ |
| description | The title compound, C12H9ClN4, was prepared from dichloropyridazine and tolyltetrazole in a nucleophilic biaryl coupling followed by thermal ring transformation. The molecule is essentially planar (r.m.s. deviation for all non-H atoms = 0.036 Å) and an intramolecular C—H...N hydrogen bond occurs. In the crystal, the molecules form dimers connected via π–π interactions [centroid–centroid distance = 3.699 (2) Å], which are further connected to neighbouring molecules via C—H—N bonds. The bond lengths in the pyridazine ring system indicate a strong localization of the double bonds and there is a weak C—Cl bond [1.732 (3) Å]. |
| first_indexed | 2024-12-24T04:23:22Z |
| format | Article |
| id | doaj.art-c4b7aa532b3340bbb00b3e45d817f0c6 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-24T04:23:22Z |
| publishDate | 2011-10-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-c4b7aa532b3340bbb00b3e45d817f0c62022-12-21T17:15:43ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682011-10-016710o2551o255110.1107/S16005368110352886-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazineHeiner DetertDieter SchollmeyerJasmin PreisThe title compound, C12H9ClN4, was prepared from dichloropyridazine and tolyltetrazole in a nucleophilic biaryl coupling followed by thermal ring transformation. The molecule is essentially planar (r.m.s. deviation for all non-H atoms = 0.036 Å) and an intramolecular C—H...N hydrogen bond occurs. In the crystal, the molecules form dimers connected via π–π interactions [centroid–centroid distance = 3.699 (2) Å], which are further connected to neighbouring molecules via C—H—N bonds. The bond lengths in the pyridazine ring system indicate a strong localization of the double bonds and there is a weak C—Cl bond [1.732 (3) Å].http://scripts.iucr.org/cgi-bin/paper?S1600536811035288 |
| spellingShingle | Heiner Detert Dieter Schollmeyer Jasmin Preis 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine Acta Crystallographica Section E |
| title | 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine |
| title_full | 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine |
| title_fullStr | 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine |
| title_full_unstemmed | 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine |
| title_short | 6-Chloro-3-(3-methylphenyl)-1,2,4-triazolo[4,3-b]pyridazine |
| title_sort | 6 chloro 3 3 methylphenyl 1 2 4 triazolo 4 3 b pyridazine |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536811035288 |
| work_keys_str_mv | AT heinerdetert 6chloro33methylphenyl124triazolo43bpyridazine AT dieterschollmeyer 6chloro33methylphenyl124triazolo43bpyridazine AT jasminpreis 6chloro33methylphenyl124triazolo43bpyridazine |