Hemant P. Yennawar , Tapas K. Mal , Mark A. Olsen , Anthony F. Lagalante , Evelyn M. Louca , Aloura D. Gavalis , Lee J. Silverberg , B. Therrien (Editor)
{"title":"Synthesis and crystal structures of two racemic 2-heteroaryl-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-ones","authors":"Hemant P. Yennawar , Tapas K. Mal , Mark A. Olsen , Anthony F. Lagalante , Evelyn M. Louca , Aloura D. Gavalis , Lee J. Silverberg , B. Therrien (Editor)","doi":"10.1107/S2056989024005103","DOIUrl":null,"url":null,"abstract":"<div><p>3-Phenyl-2-(thiophen-3-yl)-2,3-dihydro-4<em>H</em>-pyrido[3,2-<em>e</em>][1,3]thiazin-4-one (C<sub>17</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub>, <strong>1</strong>) and 2-(1<em>H</em>-indol-3-yl)-3-phenyl-2,3-dihydro-4<em>H</em>-pyrido[3,2-<em>e</em>][1,3]thiazin-4-one 0.438-hydrate (C<sub>21</sub>H<sub>15</sub>N<sub>3</sub>OS·0.438H<sub>2</sub>O, <strong>2</strong>) crystallize in space groups <em>P</em>2<sub>1</sub>/<em>n</em> and <em>C</em>2/<em>c</em>, respectively. The asymmetric unit in each case is comprised of two parent molecules, albeit of mixed chirality in the case of <strong>1</strong> and of similar chirality in <strong>2</strong> with the enantiomers occupying the neighboring asymmetric units. Structure <strong>2</strong> also has water molecules (partial occupancies) that form continous channels along the <em>b</em><strong>-</strong>axis direction.</p></div><div><p>3-Phenyl-2-(thiophen-3-yl)-2,3-dihydro-4<em>H</em>-pyrido[3,2-<em>e</em>][1,3]thiazin-4-one (C<sub>17</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub>, <strong>1</strong>) and 2-(1<em>H</em>-indol-3-yl)-3-phenyl-2,3-dihydro-4<em>H</em>-pyrido[3,2-<em>e</em>][1,3]thiazin-4-one 0.438-hydrate (C<sub>21</sub>H<sub>15</sub>N<sub>3</sub>OS·0.438H<sub>2</sub>O, <strong>2</strong>) crystallize in space groups <em>P</em>2<sub>1</sub>/<em>n</em> and <em>C</em>2/<em>c</em>, respectively. The asymmetric unit in each case is comprised of two parent molecules, albeit of mixed chirality in the case of <strong>1</strong> and of similar chirality in <strong>2</strong> with the enantiomers occupying the neighboring asymmetric units. Structure <strong>2</strong> also has water molecules (partial occupancies) that form continuous channels along the <em>b</em><strong>-</strong>axis direction. The thiazine rings in both structures exhibit an envelope conformation. Intermolecular interactions in <strong>1</strong> are defined only by C—H⋯O and C—H⋯N hydrogen bonds between crystallographically independent molecules. In <strong>2</strong>, hydrogen bonds of the type N—H⋯O between independent molecules and C—H⋯N(π) type, and π–π stacking interactions between the pyridine rings of symmetry-related molecules are observed.</p></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 7","pages":"Pages 699-703"},"PeriodicalIF":0.5000,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Acta Crystallographica Section E: Crystallographic Communications","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2056989024001403","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CRYSTALLOGRAPHY","Score":null,"Total":0}
引用次数: 0
Abstract
3-Phenyl-2-(thiophen-3-yl)-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one (C17H12N2OS2, 1) and 2-(1H-indol-3-yl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one 0.438-hydrate (C21H15N3OS·0.438H2O, 2) crystallize in space groups P21/n and C2/c, respectively. The asymmetric unit in each case is comprised of two parent molecules, albeit of mixed chirality in the case of 1 and of similar chirality in 2 with the enantiomers occupying the neighboring asymmetric units. Structure 2 also has water molecules (partial occupancies) that form continous channels along the b-axis direction.
3-Phenyl-2-(thiophen-3-yl)-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one (C17H12N2OS2, 1) and 2-(1H-indol-3-yl)-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one 0.438-hydrate (C21H15N3OS·0.438H2O, 2) crystallize in space groups P21/n and C2/c, respectively. The asymmetric unit in each case is comprised of two parent molecules, albeit of mixed chirality in the case of 1 and of similar chirality in 2 with the enantiomers occupying the neighboring asymmetric units. Structure 2 also has water molecules (partial occupancies) that form continuous channels along the b-axis direction. The thiazine rings in both structures exhibit an envelope conformation. Intermolecular interactions in 1 are defined only by C—H⋯O and C—H⋯N hydrogen bonds between crystallographically independent molecules. In 2, hydrogen bonds of the type N—H⋯O between independent molecules and C—H⋯N(π) type, and π–π stacking interactions between the pyridine rings of symmetry-related molecules are observed.
期刊介绍：
Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.
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