tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate
In the title compound, C20H27N5O3, the central piperazine ring adopts a chair conformation, with the N-bound carboxylate and methylene substituents occupying bisectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)&...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2013-10-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536813025774 |
| _version_ | 1818998249262940160 |
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| author | Nilesh N. Gajera Mukesh C. Patel Mukesh M. Jotani Edward R. T. Tiekink |
| author_facet | Nilesh N. Gajera Mukesh C. Patel Mukesh M. Jotani Edward R. T. Tiekink |
| author_sort | Nilesh N. Gajera |
| collection | DOAJ |
| description | In the title compound, C20H27N5O3, the central piperazine ring adopts a chair conformation, with the N-bound carboxylate and methylene substituents occupying bisectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°] but an intramolecular O—H...N hydrogen bond persists between these. Supramolecular tapes along [1-10] are formed in the crystal packing through N(amino)—H...O(hydroxyl) and N(amino)—H...N(pyrimidinyl) hydrogen bonds, and these are linked into layers in the ab plane by π–π interactions [inter-centroid distance between pyrimidinyl rings = 3.5919 (9) Å]. |
| first_indexed | 2024-12-20T21:58:31Z |
| format | Article |
| id | doaj.art-9b2f6da6a6094763869e8a04802b45e0 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-20T21:58:31Z |
| publishDate | 2013-10-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-9b2f6da6a6094763869e8a04802b45e02022-12-21T19:25:23ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682013-10-016910o1577o157810.1107/S1600536813025774tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylateNilesh N. GajeraMukesh C. PatelMukesh M. JotaniEdward R. T. TiekinkIn the title compound, C20H27N5O3, the central piperazine ring adopts a chair conformation, with the N-bound carboxylate and methylene substituents occupying bisectional and equatorial orientations, respectively. A twist is evident between the aromatic rings [dihedral angle = 25.61 (9)°] but an intramolecular O—H...N hydrogen bond persists between these. Supramolecular tapes along [1-10] are formed in the crystal packing through N(amino)—H...O(hydroxyl) and N(amino)—H...N(pyrimidinyl) hydrogen bonds, and these are linked into layers in the ab plane by π–π interactions [inter-centroid distance between pyrimidinyl rings = 3.5919 (9) Å].http://scripts.iucr.org/cgi-bin/paper?S1600536813025774 |
| spellingShingle | Nilesh N. Gajera Mukesh C. Patel Mukesh M. Jotani Edward R. T. Tiekink tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate Acta Crystallographica Section E |
| title | tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate |
| title_full | tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate |
| title_fullStr | tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate |
| title_full_unstemmed | tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate |
| title_short | tert-Butyl 4-{[2-amino-4-(2-hydroxyphenyl)pyrimidin-5-yl]methyl}piperazine-1-carboxylate |
| title_sort | tert butyl 4 2 amino 4 2 hydroxyphenyl pyrimidin 5 yl methyl piperazine 1 carboxylate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536813025774 |
| work_keys_str_mv | AT nileshngajera tertbutyl42amino42hydroxyphenylpyrimidin5ylmethylpiperazine1carboxylate AT mukeshcpatel tertbutyl42amino42hydroxyphenylpyrimidin5ylmethylpiperazine1carboxylate AT mukeshmjotani tertbutyl42amino42hydroxyphenylpyrimidin5ylmethylpiperazine1carboxylate AT edwardrttiekink tertbutyl42amino42hydroxyphenylpyrimidin5ylmethylpiperazine1carboxylate |