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6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine

The asymmetric unit of the title compound, C(11)H(10)ClN(3)O, contains two geometrically different mol­ecules, A and B, in both of which the pyridazine rings are essentially planar with r.m.s. deviations of 0.0137 and 0.0056Å, respectively. In mol­ecule A, the dihedral angle between the pyridazine a...

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Autores principales: Ather, Abdul Qayyum, Tahir, M. Nawaz, Khan, Muhammad Naeem, Khan, Misbahul Ain, Athar, Muhammad Makshoof
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275194/
https://www.ncbi.nlm.nih.gov/pubmed/22347050
http://dx.doi.org/10.1107/S1600536812001535
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author Ather, Abdul Qayyum
Tahir, M. Nawaz
Khan, Muhammad Naeem
Khan, Misbahul Ain
Athar, Muhammad Makshoof
author_facet Ather, Abdul Qayyum
Tahir, M. Nawaz
Khan, Muhammad Naeem
Khan, Misbahul Ain
Athar, Muhammad Makshoof
author_sort Ather, Abdul Qayyum
collection PubMed
description The asymmetric unit of the title compound, C(11)H(10)ClN(3)O, contains two geometrically different mol­ecules, A and B, in both of which the pyridazine rings are essentially planar with r.m.s. deviations of 0.0137 and 0.0056Å, respectively. In mol­ecule A, the dihedral angle between the pyridazine and benzene rings is 6.5 (2)°, whereas in mol­ecule B it is 27.93 (7)°. In mol­ecule B, an intramolecular N—H⋯O hydrogen bond forms an S(5) ring motif. In both molecules, S(6) ring motifs are present due to non-classical C—H⋯N hydrogen bonds. The π–π inter­actions between the pyridazine rings of A mol­ecules [3.4740 (13) Å] and B mol­ecules [3.4786 (17) Å] have very similar centroid–centroid separations. π–π Inter­actions also occur between the benzene rings of B mol­ecules with a centroid–centroid separation of 3.676 (2) Å and a slippage of 1.02 Å. In the crystal, the mol­ecules are linked into chains extending along [010] by C—H⋯N and C—H⋯Cl interactions.
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spelling pubmed-32751942012-02-15 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine Ather, Abdul Qayyum Tahir, M. Nawaz Khan, Muhammad Naeem Khan, Misbahul Ain Athar, Muhammad Makshoof Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(11)H(10)ClN(3)O, contains two geometrically different mol­ecules, A and B, in both of which the pyridazine rings are essentially planar with r.m.s. deviations of 0.0137 and 0.0056Å, respectively. In mol­ecule A, the dihedral angle between the pyridazine and benzene rings is 6.5 (2)°, whereas in mol­ecule B it is 27.93 (7)°. In mol­ecule B, an intramolecular N—H⋯O hydrogen bond forms an S(5) ring motif. In both molecules, S(6) ring motifs are present due to non-classical C—H⋯N hydrogen bonds. The π–π inter­actions between the pyridazine rings of A mol­ecules [3.4740 (13) Å] and B mol­ecules [3.4786 (17) Å] have very similar centroid–centroid separations. π–π Inter­actions also occur between the benzene rings of B mol­ecules with a centroid–centroid separation of 3.676 (2) Å and a slippage of 1.02 Å. In the crystal, the mol­ecules are linked into chains extending along [010] by C—H⋯N and C—H⋯Cl interactions. International Union of Crystallography 2012-01-18 /pmc/articles/PMC3275194/ /pubmed/22347050 http://dx.doi.org/10.1107/S1600536812001535 Text en © Ather et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Ather, Abdul Qayyum
Tahir, M. Nawaz
Khan, Muhammad Naeem
Khan, Misbahul Ain
Athar, Muhammad Makshoof
6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title_full 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title_fullStr 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title_full_unstemmed 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title_short 6-Chloro-N-(2-meth­oxy­phen­yl)pyridazin-3-amine
title_sort 6-chloro-n-(2-meth­oxy­phen­yl)pyridazin-3-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275194/
https://www.ncbi.nlm.nih.gov/pubmed/22347050
http://dx.doi.org/10.1107/S1600536812001535
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