Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione
In the molecule of the title compound, C7H9ClN2O2, the conformation is determined by intramolecular C—H...O and C—H...Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the...
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doaj-98b0321dd7b84bb9bbe76b83a357daaa2020-11-24T21:44:27ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-11-017011o1144o114510.1107/S1600536814021382sj5429Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dioneNadia G. Haress0Hazem A. Ghabbour1Ali A. El-Emam2C. S. Chidan Kumar3Hoong-Kun Fun4Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riaydh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riaydh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riaydh 11451, Saudi ArabiaX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, MalaysiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riaydh 11451, Saudi ArabiaIn the molecule of the title compound, C7H9ClN2O2, the conformation is determined by intramolecular C—H...O and C—H...Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N—H...O hydrogen bonds into R22(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H...O hydrogen bond and weaker C—H...O hydrogen bonds. The crystal structure is further stabilized by a weak π–π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network.http://scripts.iucr.org/cgi-bin/paper?S1600536814021382crystal structurepyrimidine-2,4-dionehydrogen bondsπ–π interaction |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Nadia G. Haress Hazem A. Ghabbour Ali A. El-Emam C. S. Chidan Kumar Hoong-Kun Fun |
spellingShingle |
Nadia G. Haress Hazem A. Ghabbour Ali A. El-Emam C. S. Chidan Kumar Hoong-Kun Fun Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione Acta Crystallographica Section E crystal structure pyrimidine-2,4-dione hydrogen bonds π–π interaction |
author_facet |
Nadia G. Haress Hazem A. Ghabbour Ali A. El-Emam C. S. Chidan Kumar Hoong-Kun Fun |
author_sort |
Nadia G. Haress |
title |
Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_short |
Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_full |
Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_fullStr |
Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_full_unstemmed |
Crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1H,3H)-dione |
title_sort |
crystal structure of 6-chloro-5-isopropylpyrimidine-2,4(1h,3h)-dione |
publisher |
International Union of Crystallography |
series |
Acta Crystallographica Section E |
issn |
1600-5368 |
publishDate |
2014-11-01 |
description |
In the molecule of the title compound, C7H9ClN2O2, the conformation is determined by intramolecular C—H...O and C—H...Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N—H...O hydrogen bonds into R22(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H...O hydrogen bond and weaker C—H...O hydrogen bonds. The crystal structure is further stabilized by a weak π–π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network. |
topic |
crystal structure pyrimidine-2,4-dione hydrogen bonds π–π interaction |
url |
http://scripts.iucr.org/cgi-bin/paper?S1600536814021382 |
work_keys_str_mv |
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