Crystal structure of N ′-hydroxypyrimidine-2-carboximidamide

The title compound, C 5 H 6 N 4 O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the carboximidamide unit. The molecule adopts an E configuration about the C=N double bond. In the crystal, adjacent molecules are linked by pairs...

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Published in:Acta crystallographica. Section E, Structure reports online Vol. 70; no. 10; pp. o1107 - o1108
Main Authors: Jasmine, Nithianantham Jeeva, Muthiah, Packianathan Thomas, Stanley, Nithianantham
Format: Journal Article
Language:English
Published: International Union of Crystallography 01.10.2014
Subjects:
biological activity
crystal structure
hydrogen bonding
non-covalent interactions
pyrimidine-2-carboximidamide
π–π stacking interactions
ISSN:1600-5368, 1600-5368
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Abstract The title compound, C 5 H 6 N 4 O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the carboximidamide unit. The molecule adopts an E configuration about the C=N double bond. In the crystal, adjacent molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R 2 2 (10) ring motif. The dimers are further linked via N—H...N and O—H...N hydrogen bonds into a sheet structure parallel to the ac plane. The crystal structure also features N—H...O and weak C—H...O hydrogen bonds and offset π–π stacking interactions between adjacent pyrimidine rings [centroid–centroid distance = 3.622 (1) Å].
AbstractList The title compound, C5H6N4O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the carboximidamide unit. The molecule adopts an E configuration about the C=N double bond. In the crystal, adjacent molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(10) ring motif. The dimers are further linked via N—H...N and O—H...N hydrogen bonds into a sheet structure parallel to the ac plane. The crystal structure also features N—H...O and weak C—H...O hydrogen bonds and offset π–π stacking interactions between adjacent pyrimidine rings [centroid–centroid distance = 3.622 (1) Å].
The title compound, C 5 H 6 N 4 O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the carboximidamide unit. The molecule adopts an E configuration about the C=N double bond. In the crystal, adjacent molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R 2 2 (10) ring motif. The dimers are further linked via N—H...N and O—H...N hydrogen bonds into a sheet structure parallel to the ac plane. The crystal structure also features N—H...O and weak C—H...O hydrogen bonds and offset π–π stacking interactions between adjacent pyrimidine rings [centroid–centroid distance = 3.622 (1) Å].
Author Jasmine, Nithianantham Jeeva
Stanley, Nithianantham
Muthiah, Packianathan Thomas
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CitedBy_id crossref_primary_10_1016_j_molstruc_2019_06_007
crossref_primary_10_1007_s11082_023_04728_6
crossref_primary_10_1016_j_saa_2015_02_100
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Snippet The title compound, C 5 H 6 N 4 O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the...
The title compound, C5H6N4O, is approximately planar, with an angle of 11.04 (15)° between the planes of the pyrimidine ring and the non-H atoms of the...
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SubjectTerms biological activity
crystal structure
hydrogen bonding
non-covalent interactions
pyrimidine-2-carboximidamide
π–π stacking interactions
Title Crystal structure of N ′-hydroxypyrimidine-2-carboximidamide
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