[1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol

In the title compound, C10H10Cl2N4O, the hy­droxy group and benzene ring are disposed to opposite sides of the central 1,2,3-triazolyl ring. The dihedral angle between the five- and six-membered rings is 87.51 (12)°, and the C-O bond of the hy­droxy group lies almost normal to the plane of the 5-mem...

Full description

Bibliographic Details
Main Authors: Cunha, Anna C., Jordão, Alessandro K., Souza, Maria C. B. V. de, Ferreira, Vitor F., Almeida, Maria C. B. de, Wardell, James L., Tiekink, Edward R. T. *
Format: Article
Language:English
Published: International Union of Crystallography 2016
Subjects:
Online Access:http://eprints.sunway.edu.my/661/
http://eprints.sunway.edu.my/661/1/IUCrData%202016%201%20x152447.pdf
_version_ 1848801872101507072
author Cunha, Anna C.
Jordão, Alessandro K.
Souza, Maria C. B. V. de
Ferreira, Vitor F.
Almeida, Maria C. B. de
Wardell, James L.
Tiekink, Edward R. T. *
author_facet Cunha, Anna C.
Jordão, Alessandro K.
Souza, Maria C. B. V. de
Ferreira, Vitor F.
Almeida, Maria C. B. de
Wardell, James L.
Tiekink, Edward R. T. *
author_sort Cunha, Anna C.
building SU Institutional Repository
collection Online Access
description In the title compound, C10H10Cl2N4O, the hy­droxy group and benzene ring are disposed to opposite sides of the central 1,2,3-triazolyl ring. The dihedral angle between the five- and six-membered rings is 87.51 (12)°, and the C-O bond of the hy­droxy group lies almost normal to the plane of the 5-membered ring [N-C-C-O = -93.2 (2)°]. An intra­molecular amino-N-H...Cl hydrogen bond is noted. In the extended structure, supra­molecular layers in the ab plane are formed via hy­droxy-O-H...N(ring) and amine-N-H...O(hy­droxy) hydrogen bonds. The layers are connected along the c axis by [pi]-[pi] contacts between benzene rings [inter-centroid distance = 3.7789 (13) Å] and by C-Cl...[pi] inter­actions.
first_indexed 2025-11-14T21:14:21Z
format Article
id sunway-661
institution Sunway University
institution_category Local University
language English
last_indexed 2025-11-14T21:14:21Z
publishDate 2016
publisher International Union of Crystallography
recordtype eprints
repository_type Digital Repository
spelling sunway-6612020-10-07T09:51:02Z http://eprints.sunway.edu.my/661/ [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol Cunha, Anna C. Jordão, Alessandro K. Souza, Maria C. B. V. de Ferreira, Vitor F. Almeida, Maria C. B. de Wardell, James L. Tiekink, Edward R. T. * QD Chemistry In the title compound, C10H10Cl2N4O, the hy­droxy group and benzene ring are disposed to opposite sides of the central 1,2,3-triazolyl ring. The dihedral angle between the five- and six-membered rings is 87.51 (12)°, and the C-O bond of the hy­droxy group lies almost normal to the plane of the 5-membered ring [N-C-C-O = -93.2 (2)°]. An intra­molecular amino-N-H...Cl hydrogen bond is noted. In the extended structure, supra­molecular layers in the ab plane are formed via hy­droxy-O-H...N(ring) and amine-N-H...O(hy­droxy) hydrogen bonds. The layers are connected along the c axis by [pi]-[pi] contacts between benzene rings [inter-centroid distance = 3.7789 (13) Å] and by C-Cl...[pi] inter­actions. International Union of Crystallography 2016 Article PeerReviewed text en cc_by_nc_nd http://eprints.sunway.edu.my/661/1/IUCrData%202016%201%20x152447.pdf Cunha, Anna C. and Jordão, Alessandro K. and Souza, Maria C. B. V. de and Ferreira, Vitor F. and Almeida, Maria C. B. de and Wardell, James L. and Tiekink, Edward R. T. * (2016) [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol. IUCrData, 1 (1). x152447. ISSN 2414-3146 http://dx.doi.org/10.1107/S2414314615024475 doi:10.1107/S2414314615024475
spellingShingle QD Chemistry
Cunha, Anna C.
Jordão, Alessandro K.
Souza, Maria C. B. V. de
Ferreira, Vitor F.
Almeida, Maria C. B. de
Wardell, James L.
Tiekink, Edward R. T. *
[1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title_full [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title_fullStr [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title_full_unstemmed [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title_short [1-(2,5-Dichloroanilino)-5-methyl-1H-1,2,3-triazol-4-yl]methanol
title_sort [1-(2,5-dichloroanilino)-5-methyl-1h-1,2,3-triazol-4-yl]methanol
topic QD Chemistry
url http://eprints.sunway.edu.my/661/
http://eprints.sunway.edu.my/661/
http://eprints.sunway.edu.my/661/
http://eprints.sunway.edu.my/661/1/IUCrData%202016%201%20x152447.pdf