Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone
The molecular structure of the title compound, C 21 H 15 Br 1 N 2 O 2 , was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr. P 1 ¯ with Z = 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16...
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| Veröffentlicht in: | Crystallography reports 2018-05, Vol.63 (3), p.375-378 |
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| creator | Kaynar, Nihal Kan Yavuz, Metin Tanak, Hasan Şahin, Songul Büyükgüngör, Orhan Ağar, Erbil |
| description | The molecular structure of the title compound, C
21
H
15
Br
1
N
2
O
2
, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr.
P
1
¯
with
Z
= 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å. |
| doi_str_mv | 10.1134/S1063774518030136 |
| format | Article |
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21
H
15
Br
1
N
2
O
2
, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr.
P
1
¯
with
Z
= 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å.</description><identifier>ISSN: 1063-7745</identifier><identifier>EISSN: 1562-689X</identifier><identifier>DOI: 10.1134/S1063774518030136</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Aromatic compounds ; CARBON 14 ; CARBON 16 ; CARBON 21 ; CARBON 9 ; Centroids ; CRYSTAL STRUCTURE ; Crystallography and Scattering Methods ; Diffraction ; Dihedral angle ; DISTANCE ; HYDROGEN ; Hydrogen bonds ; IMINES ; MATERIALS SCIENCE ; Molecular chains ; MOLECULAR STRUCTURE ; MONOCRYSTALS ; PHENOL ; Phenols ; Physics ; Physics and Astronomy ; RINGS ; Single crystals ; Structure of Organic Compounds ; X-RAY DIFFRACTION</subject><ispartof>Crystallography reports, 2018-05, Vol.63 (3), p.375-378</ispartof><rights>Pleiades Publishing, Inc. 2018</rights><rights>Copyright Springer Science & Business Media 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c333t-3106b99655e56554f637792233092eb72519561f4350a3437e919f9af204ceee3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1063774518030136$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1063774518030136$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>230,314,780,784,885,27923,27924,41487,42556,51318</link.rule.ids><backlink>$$Uhttps://www.osti.gov/biblio/22758243$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Kaynar, Nihal Kan</creatorcontrib><creatorcontrib>Yavuz, Metin</creatorcontrib><creatorcontrib>Tanak, Hasan</creatorcontrib><creatorcontrib>Şahin, Songul</creatorcontrib><creatorcontrib>Büyükgüngör, Orhan</creatorcontrib><creatorcontrib>Ağar, Erbil</creatorcontrib><title>Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone</title><title>Crystallography reports</title><addtitle>Crystallogr. Rep</addtitle><description>The molecular structure of the title compound, C
21
H
15
Br
1
N
2
O
2
, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr.
P
1
¯
with
Z
= 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å.</description><subject>Aromatic compounds</subject><subject>CARBON 14</subject><subject>CARBON 16</subject><subject>CARBON 21</subject><subject>CARBON 9</subject><subject>Centroids</subject><subject>CRYSTAL STRUCTURE</subject><subject>Crystallography and Scattering Methods</subject><subject>Diffraction</subject><subject>Dihedral angle</subject><subject>DISTANCE</subject><subject>HYDROGEN</subject><subject>Hydrogen bonds</subject><subject>IMINES</subject><subject>MATERIALS SCIENCE</subject><subject>Molecular chains</subject><subject>MOLECULAR STRUCTURE</subject><subject>MONOCRYSTALS</subject><subject>PHENOL</subject><subject>Phenols</subject><subject>Physics</subject><subject>Physics and Astronomy</subject><subject>RINGS</subject><subject>Single crystals</subject><subject>Structure of Organic Compounds</subject><subject>X-RAY DIFFRACTION</subject><issn>1063-7745</issn><issn>1562-689X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp1UEtLw0AQXkTBWv0B3gJeWnB1n0n2qKU-oOChCuJlSdOJSWl36-4GTH-9Gyr0IF5mhvkefDMIXVJyQykXt3NKUp5lQtKccEJ5eoQGVKYMp7l6P45zhHGPn6Iz71eEkDynYoA-Jq7zoVgn8-DaMrQOElslDI9G0zEeSXzv7MZihpO6Wzr73S3A7Lp1swQD435V7KyxY0yvGV422xpMt4ZQF8YaOEcnVbH2cPHbh-jtYfo6ecKzl8fnyd0Ml5zzgHmMtlAqlRJkLKLq71CMcU4Ug0XGJFUypZXgkhRc8AwUVZUqKkZECQB8iK72vtaHRvuyCVDWpTUGyqAZy2TOBD-wts5-teCDXtnWmRhMR6M8VYRKEVl0zyqd9d5Bpbeu2RSu05To_tH6z6Ojhu01PnLNJ7iD8_-iH8Jme2k</recordid><startdate>20180501</startdate><enddate>20180501</enddate><creator>Kaynar, Nihal Kan</creator><creator>Yavuz, Metin</creator><creator>Tanak, Hasan</creator><creator>Şahin, Songul</creator><creator>Büyükgüngör, Orhan</creator><creator>Ağar, Erbil</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>20180501</creationdate><title>Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone</title><author>Kaynar, Nihal Kan ; Yavuz, Metin ; Tanak, Hasan ; Şahin, Songul ; Büyükgüngör, Orhan ; Ağar, Erbil</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c333t-3106b99655e56554f637792233092eb72519561f4350a3437e919f9af204ceee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aromatic compounds</topic><topic>CARBON 14</topic><topic>CARBON 16</topic><topic>CARBON 21</topic><topic>CARBON 9</topic><topic>Centroids</topic><topic>CRYSTAL STRUCTURE</topic><topic>Crystallography and Scattering Methods</topic><topic>Diffraction</topic><topic>Dihedral angle</topic><topic>DISTANCE</topic><topic>HYDROGEN</topic><topic>Hydrogen bonds</topic><topic>IMINES</topic><topic>MATERIALS SCIENCE</topic><topic>Molecular chains</topic><topic>MOLECULAR STRUCTURE</topic><topic>MONOCRYSTALS</topic><topic>PHENOL</topic><topic>Phenols</topic><topic>Physics</topic><topic>Physics and Astronomy</topic><topic>RINGS</topic><topic>Single crystals</topic><topic>Structure of Organic Compounds</topic><topic>X-RAY DIFFRACTION</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kaynar, Nihal Kan</creatorcontrib><creatorcontrib>Yavuz, Metin</creatorcontrib><creatorcontrib>Tanak, Hasan</creatorcontrib><creatorcontrib>Şahin, Songul</creatorcontrib><creatorcontrib>Büyükgüngör, Orhan</creatorcontrib><creatorcontrib>Ağar, Erbil</creatorcontrib><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>Crystallography reports</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kaynar, Nihal Kan</au><au>Yavuz, Metin</au><au>Tanak, Hasan</au><au>Şahin, Songul</au><au>Büyükgüngör, Orhan</au><au>Ağar, Erbil</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone</atitle><jtitle>Crystallography reports</jtitle><stitle>Crystallogr. Rep</stitle><date>2018-05-01</date><risdate>2018</risdate><volume>63</volume><issue>3</issue><spage>375</spage><epage>378</epage><pages>375-378</pages><issn>1063-7745</issn><eissn>1562-689X</eissn><abstract>The molecular structure of the title compound, C
21
H
15
Br
1
N
2
O
2
, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr.
P
1
¯
with
Z
= 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)°. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)°. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular O–H···N hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A π–π stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) Å.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1063774518030136</doi><tpages>4</tpages></addata></record> |
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| subjects | Aromatic compounds CARBON 14 CARBON 16 CARBON 21 CARBON 9 Centroids CRYSTAL STRUCTURE Crystallography and Scattering Methods Diffraction Dihedral angle DISTANCE HYDROGEN Hydrogen bonds IMINES MATERIALS SCIENCE Molecular chains MOLECULAR STRUCTURE MONOCRYSTALS PHENOL Phenols Physics Physics and Astronomy RINGS Single crystals Structure of Organic Compounds X-RAY DIFFRACTION |
| title | Crystal Structure of 2-((E)-(5-Bromo-2- hydroxybenzylidene)hydrazono)-1,2-diphenylethanone |
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