000145240 001__ 145240
000145240 005__ 20241015122513.0
000145240 0247_ $$2doi$$a10.1021/acs.cgd.7b00690
000145240 0248_ $$2sideral$$a104042
000145240 037__ $$aART-2017-104042
000145240 041__ $$aeng
000145240 100__ $$0(orcid)0000-0002-7486-8502$$aGonzález, Lucía
000145240 245__ $$aTwo-dimensional arrangements of bis(haloethynyl)benzenes combining halogen and hydrogen interactions
000145240 260__ $$c2017
000145240 5060_ $$aAccess copy available to the general public$$fUnrestricted
000145240 5203_ $$aThe electronic distribution of some haloethynylbenzene derivatives may favor the formation of two-dimensional organizations by combining halogen and hydrogen bonds. In order to highlight this strategy, we have prepared seven cocrystals and analyzed their structures. 1,4-Bis(iodoethynyl)benzene, 1,4-bis(bromoethynyl)benzene, and 1,3-bis(iodoethynyl)benzene were used as halogen bond donors and 1,2-bis(4-pyridyl)ethylene, pyridazine, propanone, hexamethylenetetramine, and 2,8-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (Tro¨ger’s base) were employed as halogen bond acceptors. The crystal structures of seven halogen-bonded complexes show C-X···Y (X = I, Br; Y = N, O) distances shorter than the sum of the van der Waals radii, and six of them contain the edge-to-edge C-H···X (X = I, Br) supramolecular hydrogen bond synthon. The stabilization energies with basis set superposition error correction of hydrogen bond synthons have been determined by DFT calculations, and they are in the range 2.9 to 5.7 kcalmol-1. To gain a deeper understanding of these interactions, noncovalent interaction methodology was also applied.
000145240 536__ $$9info:eu-repo/grantAgreement/ES/MEC/FPU14-06003$$9info:eu-repo/grantAgreement/ES/MINECO/MAT2012-38538-C03-01$$9info:eu-repo/grantAgreement/ES/MINECO/MAT2014-55205-P
000145240 540__ $$9info:eu-repo/semantics/openAccess$$aAll rights reserved$$uhttp://www.europeana.eu/rights/rr-f/
000145240 590__ $$a3.972$$b2017
000145240 591__ $$aCRYSTALLOGRAPHY$$b6 / 26 = 0.231$$c2017$$dQ1$$eT1
000145240 591__ $$aMATERIALS SCIENCE, MULTIDISCIPLINARY$$b60 / 283 = 0.212$$c2017$$dQ1$$eT1
000145240 591__ $$aCHEMISTRY, MULTIDISCIPLINARY$$b46 / 169 = 0.272$$c2017$$dQ2$$eT1
000145240 592__ $$a1.154$$b2017
000145240 593__ $$aChemistry (miscellaneous)$$c2017$$dQ1
000145240 593__ $$aMaterials Science (miscellaneous)$$c2017$$dQ1
000145240 593__ $$aCondensed Matter Physics$$c2017$$dQ1
000145240 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/acceptedVersion
000145240 700__ $$0(orcid)0000-0003-1141-5933$$aTejedor, Rosa María$$uUniversidad de Zaragoza
000145240 700__ $$aRoyo, Eva
000145240 700__ $$aGaspar, Blanca
000145240 700__ $$0(orcid)0000-0001-6089-6126$$aMunárriz, Julen$$uUniversidad de Zaragoza
000145240 700__ $$aChanthapally, Anjana
000145240 700__ $$0(orcid)0000-0001-9866-6633$$aSerrano, José Luis$$uUniversidad de Zaragoza
000145240 700__ $$aVittal, Jagadese J.
000145240 700__ $$0(orcid)0000-0001-7636-9187$$aUriel, Santiago$$uUniversidad de Zaragoza
000145240 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000145240 7102_ $$12012$$2755$$aUniversidad de Zaragoza$$bDpto. Química Física$$cÁrea Química Física
000145240 773__ $$g17, 12 (2017), 6212-6223$$pCryst. growth des.$$tCRYSTAL GROWTH & DESIGN$$x1528-7483
000145240 8564_ $$s966134$$uhttps://zaguan.unizar.es/record/145240/files/texto_completo.pdf$$yPostprint
000145240 8564_ $$s1194394$$uhttps://zaguan.unizar.es/record/145240/files/texto_completo.jpg?subformat=icon$$xicon$$yPostprint
000145240 909CO $$ooai:zaguan.unizar.es:145240$$particulos$$pdriver
000145240 951__ $$a2024-10-15-10:50:32
000145240 980__ $$aARTICLE