000168267 001__ 168267 000168267 005__ 20250730152410.0 000168267 0247_ $$2doi$$a10.1021/cg400584w 000168267 0247_ $$2WOS$$aWOS:000330095800011 000168267 0247_ $$2altmetric$$aaltmetric:1695481 000168267 0247_ $$2openalex$$aopenalex:W2320086506 000168267 037__ $$aDESY-2014-02459 000168267 041__ $$aEnglish 000168267 082__ $$a540 000168267 1001_ $$0P:(DE-H253)PIP1008259$$aRybarczyk-Pirek, Agnieszka$$b0$$eCorresponding Author 000168267 245__ $$aIntermolecular Interactions of Trichloromethyl Group in the CrystalState, the Case of 2‑Trichloromethyl‑3H‑4-quinazoline Polymorphsand 1‑Methyl-2-trichloroacetylpyrrole−Hirshfeld Surface Analysis ofChlorine Halogen Bonding 000168267 260__ $$aWashington, DC$$bACS Publ.$$c2013 000168267 3367_ $$2DRIVER$$aarticle 000168267 3367_ $$2DataCite$$aOutput Types/Journal article 000168267 3367_ $$0PUB:(DE-HGF)16$$2PUB:(DE-HGF)$$aJournal Article$$bjournal$$mjournal$$s1533900937_2492 000168267 3367_ $$2BibTeX$$aARTICLE 000168267 3367_ $$2ORCID$$aJOURNAL_ARTICLE 000168267 3367_ $$00$$2EndNote$$aJournal Article 000168267 500__ $$a© American Chemical Society; Post referee fulltext in progress; Embargo 12 months from publication 000168267 520__ $$aIntermolecular interactions in the crystal state, apossible source of the observed polymorphism, are investigatedwith the use of the combined crystallographic methods, theoreticalcomputations, and a modern approach of Hirshfeld surface analysis.Special attention is paid to a trichloromethyl group, a potentialdonor of halogen bonding. It is demonstrated that due to packingeffects and stacking interactions, its conformation does not have tocorrespond to the lowest energy structure of an isolated molecule,leading to formation of different polymorphs. The analysis ofHirshfeld surfaces, in contrast to standard geometrical criterion ofsum of van der Waals radii, indicates the dominant role of variouschlorine intermolecular contacts into the overall molecular packing and reveals the characteristic features of the obtainedfingerprint plots. These interactions, a subject of our special interest, are discussed in details in order to provide theircomprehensive description by means of Hirshfeld surface analysis tools. 000168267 536__ $$0G:(DE-H253)POF2-F1-20130405$$aDORIS Beamline F1 (POF2-54G13)$$cPOF2-54G13$$fPOF II$$x0 000168267 693__ $$0EXP:(DE-H253)D-F1-20150101$$1EXP:(DE-H253)DORISIII-20150101$$6EXP:(DE-H253)D-F1-20150101$$aDORIS III$$fDORIS Beamline F1$$x0 000168267 7001_ $$0P:(DE-H253)PIP1008248$$aChecinska, Lilianna$$b1 000168267 7001_ $$0P:(DE-H253)PIP1008258$$aMalecka, Magdalena$$b2 000168267 773__ $$0PERI:(DE-600)2048329-6$$a10.1021/cg400584w$$p3913−3924$$tCrystal growth & design$$v13$$x1528-7505$$y2013 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.pdf$$yRestricted 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.gif?subformat=icon$$xicon$$yRestricted 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.jpg?subformat=icon-1440$$xicon-1440$$yRestricted 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.jpg?subformat=icon-180$$xicon-180$$yRestricted 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.jpg?subformat=icon-640$$xicon-640$$yRestricted 000168267 8564_ $$uhttps://bib-pubdb1.desy.de/record/168267/files/cg400584w.pdf?subformat=pdfa$$xpdfa$$yRestricted 000168267 909CO $$ooai:bib-pubdb1.desy.de:168267$$pVDB 000168267 9101_ $$0I:(DE-HGF)0$$6P:(DE-H253)PIP1008259$$aExternes Institut$$b0$$kExtern 000168267 9101_ $$0I:(DE-HGF)0$$6P:(DE-H253)PIP1008248$$aExternes Institut$$b1$$kExtern 000168267 9101_ $$0I:(DE-HGF)0$$6P:(DE-H253)PIP1008258$$aExternes Institut$$b2$$kExtern 000168267 9131_ $$0G:(DE-HGF)POF2-54G13$$1G:(DE-HGF)POF2-540$$2G:(DE-HGF)POF2-500$$3G:(DE-HGF)POF2$$4G:(DE-HGF)POF$$9G:(DE-H253)POF2-F1-20130405$$aDE-H253$$bStruktur der Materie$$lForschung mit Photonen, Neutronen, Ionen$$vDORIS III$$x0 000168267 915__ $$0StatID:(DE-HGF)0040$$2StatID$$aPeer review unknown 000168267 915__ $$0StatID:(DE-HGF)0100$$2StatID$$aJCR 000168267 915__ $$0StatID:(DE-HGF)0110$$2StatID$$aWoS$$bScience Citation Index 000168267 915__ $$0StatID:(DE-HGF)0111$$2StatID$$aWoS$$bScience Citation Index Expanded 000168267 915__ $$0StatID:(DE-HGF)0150$$2StatID$$aDBCoverage$$bWeb of Science Core Collection 000168267 915__ $$0StatID:(DE-HGF)0199$$2StatID$$aDBCoverage$$bThomson Reuters Master Journal List 000168267 915__ $$0StatID:(DE-HGF)0200$$2StatID$$aDBCoverage$$bSCOPUS 000168267 915__ $$0StatID:(DE-HGF)0300$$2StatID$$aDBCoverage$$bMedline 000168267 915__ $$0StatID:(DE-HGF)0310$$2StatID$$aDBCoverage$$bNCBI Molecular Biology Database 000168267 915__ $$0StatID:(DE-HGF)1040$$2StatID$$aDBCoverage$$bZoological Record 000168267 9201_ $$0I:(DE-H253)HAS-User-20120731$$kDOOR$$lDOOR-User$$x0 000168267 980__ $$ajournal 000168267 980__ $$aVDB 000168267 980__ $$aI:(DE-H253)HAS-User-20120731 000168267 980__ $$aUNRESTRICTED