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)�...

Full description

Bibliographic Details
Main Authors: Haress, Nadia G., Ghabbour, Hazem A., El-Emam, Ali A., C. S., Chidan Kumar, Fun, Hoong Kun
Format: Article
Language:English
Published: International Union of Crystallography 2014
Subjects:
Online Access:http://eprints.usm.my/38589/
http://eprints.usm.my/38589/1/Crystal_structure_of_6-chloro-5-iso.pdf
_version_ 1848878512177414144
author Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
C. S., Chidan Kumar
Fun, Hoong Kun
author_facet Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
C. S., Chidan Kumar
Fun, Hoong Kun
author_sort Haress, Nadia G.
building USM Institutional Repository
collection Online Access
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 R2 2(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 �–� interaction [3.6465 (10) A ° ] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network.
first_indexed 2025-11-15T17:32:31Z
format Article
id usm-38589
institution Universiti Sains Malaysia
institution_category Local University
language English
last_indexed 2025-11-15T17:32:31Z
publishDate 2014
publisher International Union of Crystallography
recordtype eprints
repository_type Digital Repository
spelling usm-385892018-01-29T02:05:07Z http://eprints.usm.my/38589/ Crystal structure of 6-chloro-5-isopropylpyrimidine- 2,4(1H,3H)-dione Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. C. S., Chidan Kumar Fun, Hoong Kun QC1-999 Physics 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 R2 2(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 �–� interaction [3.6465 (10) A ° ] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network. International Union of Crystallography 2014 Article PeerReviewed application/pdf en http://eprints.usm.my/38589/1/Crystal_structure_of_6-chloro-5-iso.pdf Haress, Nadia G. and Ghabbour, Hazem A. and El-Emam, Ali A. and C. S., Chidan Kumar and Fun, Hoong Kun (2014) Crystal structure of 6-chloro-5-isopropylpyrimidine- 2,4(1H,3H)-dione. Acta Crystallographica Section E: Structure Reports Online, 70. pp. 1144-1145. ISSN 1600-5368 https://doi.org/10.1107/S1600536814021382
spellingShingle QC1-999 Physics
Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
C. S., Chidan Kumar
Fun, Hoong Kun
Crystal structure of 6-chloro-5-isopropylpyrimidine- 2,4(1H,3H)-dione
title 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_short 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
topic QC1-999 Physics
url http://eprints.usm.my/38589/
http://eprints.usm.my/38589/
http://eprints.usm.my/38589/1/Crystal_structure_of_6-chloro-5-iso.pdf