Crystal Structure of 7-(Diethylamino)-3-(oxazol-5-yl)coumarin

Kubo, Kanji; Matsumoto, Tomohiro; Takechi, Haruko

doi:10.2116/xraystruct.30.21

Cited by 3 publications

(2 citation statements)

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“…3), with distances that are typical for this type of interaction (2.8 -3.1 Å). 5,6 The occurrence of these weak C-H···O, C-H···N, CH···π, and π···π interactions builds up a three-dimensional network. …”

Section: 6mentioning

confidence: 99%

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Crystal Structure of 7-(Diethylamino)-3-(2-oxazolyl)coumarin

KUBO

Matsumoto

TAKECHI

2018

X-ray Structure Analysis Online

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3Coumarin derivatives are a useful component for developing new materials, such as fluorescence materials and laser dyes; non-linear optical materials and reagents; photorefractive materials; photoresistors; intermediates for drug synthesis; analytical reagents, etc. 1,2Although the fluorescence of the coumarin, itself, is weak, the introduction of a substituent group into coumarin increases the fluorescence intensity. Recently, we reported the synthesis and fluorescence properties of 7-(diethylamino)coumarin derivatives as fluorophores accessible for analytical purposes in the fields of analytical and biological chemistry. 3 The crystal structures of 7-(diethylamino)coumarin,and 7-(diethylamino)-3-(4-ethoxycarbonylthiazol-2-yl)coumarin 5 have been reported. We now report on the crystal structure of 1 with the aim to contribute to a deeper understanding of the substituent effect at the 3-position of 7-(diethylamino)coumarin (Fig. 1) on the structure and crystal packing.Compound (1) was synthesized by the reaction of 7-(diethylamino)coumarin-3-calbaldehyde and bromoacetaldehyde in DMF as reported in a previous paper.3 The spectral data of 1 are as follows: mp 143 -144 C, Table 1. The H atoms were positioned with the idealized geometry, and were refined to be isotropic (Uiso(H) = 1.2Ueq(C)) using a riding model with C-H = 0.95 Å for aromatic H atoms, C-H = 0.98 Å for methyl H atoms, and 2018 © The Japan Society for Analytical Chemistry Crystal Structure of 7-(Diethylamino)-3-(2-oxazolyl)coumarinKanji KUBO,* † Taisuke MATSUMOTO,** and Haruko TAKECHI*** The structure of 7-(diethylamino)-3-(2-oxazolyl)coumarin (1) was determined by X-ray crystallography. It crystallizes in the space group C2/c (#15) with cell parameters a = 19.168(5)Å, b = 13.233(3)Å, c = 13.141(3)Å, β = 121.6625(9) , Z = 8, and V = 2837.1(12)Å 3 . The R1 (I > 2σ(I )) and wR2 (all data) values are 0.0603 and 0.1797, respectively. The coumarin ring of 1 makes an angle of 26.6(1) with the oxazole ring. Intermolecular C-H···O, C-H···N, C-H···π, and π···π interactions were observed in the crystal lattice.

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Section: 6mentioning

confidence: 99%

“…The distance between the intermolecular coumarin planes is 3.320(3)Å for C1···C5 i (symmetry code: (i) -x, -y, 2-z), which is within the range associated with π···π interactions (3.3 -3.8 Å). 5,6 Intermolecular C-H···O and C-H···N hydrogen bonds are observed in the crystal structure of 1 (Table 3 and Fig. 3).…”

mentioning

confidence: 96%

Crystal Structure of 7-(Diethylamino)-3-(2-oxazolyl)coumarin

KUBO

Matsumoto

TAKECHI

2018

X-ray Structure Analysis Online

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Crystal Structure of 7-(Dimethylamino)-3-phenylcoumarin

Kubo

Matsumoto

Takechi

2019

X-ray Structure Analysis Online

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Crystal Structure of 1,3-Diphenyl-2,3-dihydro-1<i>H</i>-benzo[<i>d</i>][1,3]dithiole-1,3-dinium Bis(tetrafluoroborate) Acetonitrile Solvate

Fujii

Kuribayashi

Kubo

2021

X-ray Structure Analysis Online

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The structure of 1,3-diphenyl-2,3-dihydro-1H-benzo [d][1,3]dithiole-1,3-dinium bis(tetrafluoroborate) acetonitrile solvate (1) was determined by X-ray crystallography. It crystallizes in the space group P1 (#2) with cell parameters a = 8.3368( 2)Å, b = 8.9193(2)Å, c = 16.7407(4)Å, α = 79.659(2) , β = 77.822(2) , γ = 78.551(2) , Z = 2, and 1180.22(5)Å 3 . The R1(I > 2σ(I)) and wR2 (all data) values are 0.0770 and 0.2579, respectively. The structure of 1 consists of [C19H16S2] 2+ and 2BF4ion pair with CH3CN.

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Crystal Structure of 7-(Diethylamino)-3-(oxazol-5-yl)coumarin

Cited by 3 publications

References 7 publications

Crystal Structure of 7-(Diethylamino)-3-(2-oxazolyl)coumarin

Crystal Structure of 7-(Diethylamino)-3-(2-oxazolyl)coumarin

Crystal Structure of 7-(Dimethylamino)-3-phenylcoumarin

Crystal Structure of 1,3-Diphenyl-2,3-dihydro-1<i>H</i>-benzo[<i>d</i>][1,3]dithiole-1,3-dinium Bis(tetrafluoroborate) Acetonitrile Solvate

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