Crystal structure prediction of organic materials: Tests on the 1,4-diketo-3,6-diphenylpyrrolo(3,4-c)pyrrole and 1,4-diketo-3,6-bis(4′- dipyridyl)-pyrrolo-[3,4-c]pyrrole

Kyung Hyun Kim; Dong Hyun Jung; Daejin Kim; Areum Lee; Kihang Choi; Yongho Kim; Seung Hoon Choi

doi:10.1016/j.dyepig.2010.08.017

Crystal structure prediction of organic materials: Tests on the 1,4-diketo-3,6-diphenylpyrrolo(3,4-c)pyrrole and 1,4-diketo-3,6-bis(4′- dipyridyl)-pyrrolo-[3,4-c]pyrrole

Kyung Hyun Kim, Dong Hyun Jung, Daejin Kim, Areum Lee, Kihang Choi, Yongho Kim, Seung Hoon Choi

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

The crystal structures of a yellowish-red pigment, 1,4-diketo-3,6- diphenylpyrrolo(3,4-c)pyrrole (DPP), and its derivative with high proton affinity, 1,4-diketo-3,6-bis(4′-dipyridyl)-pyrrolo-[3,4-c]pyrrole(DPPP), were predicted using Polymorph Predictor in Materials Studio 4.4. The possible structures were generated using Monte Carlo method and they were minimized with COMPASS and Dreiding forcefields. Among the predicted structures with the space groups same as those of the experimental X-ray crystal structures, structures fitting best to the experimental structures were searched. The resulting structures are in good agreement with the experimental structures showing that Monte Carlo simulated annealing is an efficient method for predicting crystal structures of DPP derivatives.

Original language	English
Pages (from-to)	37-43
Number of pages	7
Journal	Dyes and Pigments
Volume	89
Issue number	1
DOIs	https://doi.org/10.1016/j.dyepig.2010.08.017
Publication status	Published - 2011 Apr

Bibliographical note

Funding Information:
This research was performed for the Hydrogen Energy R&D Center, one of the 21st Century Frontier R&D Program, funded by the Ministry of Education, Science and Technology of Korea . We specially thank Accelry Korea for supporting us with the Materials Studio 4.4 software.

Keywords

Crystal structure prediction
DPP
DPPP
Monte Carlo simulation
Pigments
Polymorphism

ASJC Scopus subject areas

General Chemical Engineering
Process Chemistry and Technology

Access to Document

10.1016/j.dyepig.2010.08.017

Cite this

@article{ad3f02f2b7f349039a1f3a7d9c962bfd,

title = "Crystal structure prediction of organic materials: Tests on the 1,4-diketo-3,6-diphenylpyrrolo(3,4-c)pyrrole and 1,4-diketo-3,6-bis(4′- dipyridyl)-pyrrolo-[3,4-c]pyrrole",

abstract = "The crystal structures of a yellowish-red pigment, 1,4-diketo-3,6- diphenylpyrrolo(3,4-c)pyrrole (DPP), and its derivative with high proton affinity, 1,4-diketo-3,6-bis(4′-dipyridyl)-pyrrolo-[3,4-c]pyrrole(DPPP), were predicted using Polymorph Predictor in Materials Studio 4.4. The possible structures were generated using Monte Carlo method and they were minimized with COMPASS and Dreiding forcefields. Among the predicted structures with the space groups same as those of the experimental X-ray crystal structures, structures fitting best to the experimental structures were searched. The resulting structures are in good agreement with the experimental structures showing that Monte Carlo simulated annealing is an efficient method for predicting crystal structures of DPP derivatives.",

keywords = "Crystal structure prediction, DPP, DPPP, Monte Carlo simulation, Pigments, Polymorphism",

author = "Kim, {Kyung Hyun} and Jung, {Dong Hyun} and Daejin Kim and Areum Lee and Kihang Choi and Yongho Kim and Choi, {Seung Hoon}",

note = "Funding Information: This research was performed for the Hydrogen Energy R&D Center, one of the 21st Century Frontier R&D Program, funded by the Ministry of Education, Science and Technology of Korea . We specially thank Accelry Korea for supporting us with the Materials Studio 4.4 software.",

year = "2011",

month = apr,

doi = "10.1016/j.dyepig.2010.08.017",

language = "English",

volume = "89",

pages = "37--43",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier BV",

number = "1",

}

TY - JOUR

T1 - Crystal structure prediction of organic materials

T2 - Tests on the 1,4-diketo-3,6-diphenylpyrrolo(3,4-c)pyrrole and 1,4-diketo-3,6-bis(4′- dipyridyl)-pyrrolo-[3,4-c]pyrrole

AU - Kim, Kyung Hyun

AU - Jung, Dong Hyun

AU - Kim, Daejin

AU - Lee, Areum

AU - Choi, Kihang

AU - Kim, Yongho

AU - Choi, Seung Hoon

N1 - Funding Information: This research was performed for the Hydrogen Energy R&D Center, one of the 21st Century Frontier R&D Program, funded by the Ministry of Education, Science and Technology of Korea . We specially thank Accelry Korea for supporting us with the Materials Studio 4.4 software.

PY - 2011/4

Y1 - 2011/4

N2 - The crystal structures of a yellowish-red pigment, 1,4-diketo-3,6- diphenylpyrrolo(3,4-c)pyrrole (DPP), and its derivative with high proton affinity, 1,4-diketo-3,6-bis(4′-dipyridyl)-pyrrolo-[3,4-c]pyrrole(DPPP), were predicted using Polymorph Predictor in Materials Studio 4.4. The possible structures were generated using Monte Carlo method and they were minimized with COMPASS and Dreiding forcefields. Among the predicted structures with the space groups same as those of the experimental X-ray crystal structures, structures fitting best to the experimental structures were searched. The resulting structures are in good agreement with the experimental structures showing that Monte Carlo simulated annealing is an efficient method for predicting crystal structures of DPP derivatives.

AB - The crystal structures of a yellowish-red pigment, 1,4-diketo-3,6- diphenylpyrrolo(3,4-c)pyrrole (DPP), and its derivative with high proton affinity, 1,4-diketo-3,6-bis(4′-dipyridyl)-pyrrolo-[3,4-c]pyrrole(DPPP), were predicted using Polymorph Predictor in Materials Studio 4.4. The possible structures were generated using Monte Carlo method and they were minimized with COMPASS and Dreiding forcefields. Among the predicted structures with the space groups same as those of the experimental X-ray crystal structures, structures fitting best to the experimental structures were searched. The resulting structures are in good agreement with the experimental structures showing that Monte Carlo simulated annealing is an efficient method for predicting crystal structures of DPP derivatives.

KW - Crystal structure prediction

KW - DPP

KW - DPPP

KW - Monte Carlo simulation

KW - Pigments

KW - Polymorphism

UR - http://www.scopus.com/inward/record.url?scp=78649316759&partnerID=8YFLogxK

U2 - 10.1016/j.dyepig.2010.08.017

DO - 10.1016/j.dyepig.2010.08.017

M3 - Article

AN - SCOPUS:78649316759

SN - 0143-7208

VL - 89

SP - 37

EP - 43

JO - Dyes and Pigments

JF - Dyes and Pigments

IS - 1

ER -

Crystal structure prediction of organic materials: Tests on the 1,4-diketo-3,6-diphenylpyrrolo(3,4-c)pyrrole and 1,4-diketo-3,6-bis(4′- dipyridyl)-pyrrolo-[3,4-c]pyrrole

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this