Crystal structure of 7-hydroxy-8-[(4-methylpiperazin-1-yl)methyl]-2H-chromen-2-one

被引：0

作者：

Kubono, Koji ^{[1
]}

Kise, Ryuma ^{[1
]}

Kashiwagi, Yukiyasu ^{[2
]}

Tani, Keita ^{[1
]}

Yokoi, Kunihiko ^{[1
]}

机构：

[1] Osaka Kyoiku Univ, Div Nat Sci, Osaka 5828582, Japan

[2] Osaka Municipal Tech Res Inst, Osaka 5368553, Japan

来源：

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2016年 / 72卷

关键词：

crystal structure; coumarin; piperazine; hydrogen bonding; pi-pi interactions;

D O I：

10.1107/S2056989016017217

中图分类号：

O7 [晶体学];

学科分类号：

0702 ; 070205 ; 0703 ; 080501 ;

摘要：

In the title compound, C15H18N2O3, the coumarin ring is essentially planar, with an r.m.s. deviation of 0.012 angstrom. An intramolecular O-H center dot center dot center dot N hydrogen bond forms an S(6) ring motif. The piperazine ring adopts a chair conformation. In the crystal, a C-H center dot center dot center dot O hydrogen bond generates a C(4) chain motif running along the c axis. The chain structure is stabilized by a C-H center dot center dot center dot pi interaction. The chains are linked by pi-pi interactions [centroid-centroid distance of 3.5745 (11) angstrom], forming a sheet structure parallel to the bc plane.

引用

收藏

页码：1751 / +

页数：8

相关论文

共 17 条

[1] COMPLETION AND REFINEMENT OF CRYSTAL-STRUCTURES WITH SIR92 [J].

ALTOMARE, A ;

CASCARANO, G ;

GIACOVAZZO, C ;

GUAGLIARDI, A .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1993, 26 (pt 3) :343-350

[2] Schiff base coordination flexibility toward binary cobalt and ternary zinc complex assemblies. The case of the hexadentate ligand N,N′-bis[(2-hydroxybenzilideneamino)-propyl]-piperazine [J].

Cretu, Carmen ;

Tudose, Ramona ;

Cseh, Liliana ;

Linert, Wolfgang ;

Halevas, Eleftherios ;

Hatzidimitriou, Antonios ;

Costisor, Otilia ;

Salifoglou, Athanasios .

POLYHEDRON, 2015, 85 :48-59

[3] The Cambridge Structural Database [J].

Groom, Colin R. ;

Bruno, Ian J. ;

Lightfoot, Matthew P. ;

Ward, Suzanna C. .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179

[4] Design of new coumarin dyes having thiophene moieties for highly efficient organic-dye-sensitized solar cells [J].

Hara, K ;

Kurashige, M ;

Dan-oh, Y ;

Kasada, C ;

Shinpo, A ;

Suga, S ;

Sayama, K ;

Arakawa, H .

NEW JOURNAL OF CHEMISTRY, 2003, 27 (05) :783-785

[5]

Higashi T., 2001, ABSCOR

[6] An efficient sensor for Zn2+ and Cu2+ based on different binding modes [J].

Jiang, Jie ;

Jiang, Huie ;

Tang, Xiaoliang ;

Yang, Lizi ;

Dou, Wei ;

Liu, Weisheng ;

Fang, Ran ;

Liu, Wei .

DALTON TRANSACTIONS, 2011, 40 (24) :6367-6370

[7] Solvent Effect on the Fluorescence Response of Hydroxycoumarin Bearing a Dipicolylamine Binding Site to Metal Ions [J].

Kobayashi, Hiroyuki ;

Katano, Kohei ;

Hashimoto, Takeshi ;

Hayashita, Takashi .

ANALYTICAL SCIENCES, 2014, 30 (11) :1045-1050

[8] Mitochondria-Immobilized pH-Sensitive Off-On Fluorescent Probe [J].

Lee, Min Hee ;

Park, Nayoung ;

Yi, Chunsik ;

Han, Ji Hye ;

Hong, Ji Hye ;

Kim, Kwang Pyo ;

Kang, Dong Hoon ;

Sessler, Jonathan L. ;

Kang, Chulhun ;

Kim, Jong Seung .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (40) :14136-14142

[9] Alkali metal ion directed self-assembled Ni(II) molecular clusters [J].

Leong, Wei Lee ;

Vittal, Jagadese J. .

NEW JOURNAL OF CHEMISTRY, 2010, 34 (10) :2145-2152

[10] Activity of Mannich bases of 7-hydroxycoumarin against Flaviviridae [J].

Mazzei, Mauro ;

Nieddu, Erika ;

Miele, Mariangela ;

Balbi, Alessandro ;

Ferrone, Marco ;

Fermeglia, Maurizio ;

Mazzei, Marco T. ;

Pricl, Sabrina ;

La Colla, Paolo ;

Marongiu, Fabio ;

Ibba, Cristina ;

Loddo, Roberta .

BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (05) :2591-2605