| Full text | |
| Author(s): |
Foi, Ana
[1]
;
Correa, Rodrigo S.
[2]
;
Ellena, Javier
[3]
;
Doctorovich, Fabio
[1]
;
Di Salvo, Florencia
[1]
Total Authors: 5
|
| Affiliation: | [1] Univ Buenos Aires, INQUIMAE CONICET, Fac Ciencias Exactas Nat, Dept Quim Inorgan Anal & Quim Fis, Buenos Aires, DF - Argentina
[2] Univ Fed Sao Carlos, Dept Quim, UFSCar, BR-13561901 Sao Carlos, SP - Brazil
[3] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
Total Affiliations: 3
|
| Document type: | Journal article |
| Source: | Journal of Molecular Structure; v. 1059, p. 1-7, FEB 5 2014. |
| Web of Science Citations: | 6 |
| Abstract | |
A new polymorph of 9,10-dichloroanthracene (9,10-DCA) namely as gamma form, was obtained. The crystal structure of the gamma polymorphic system showed an orthorhombic P2(1)2(1)2(1) space group with a = 3.8957(2) angstrom, b = 15.9383(5) angstrom, c = 17.3107(7) angstrom, alpha = beta = gamma = 90 degrees, while the other polymorphs, alpha and beta, crystallized in P2(1)/a and P-1 ones, respectively. The intermolecular geometries of gamma form were analyzed showing that the crystalline self-assembly of this new polymorph of the 9,10-DCA is stabilized by non-classical C-H center dot center dot center dot Cl hydrogen bonds, pi-pi stacking interactions, and mainly by a Cl center dot center dot center dot Cl interactions. Structural parameters confirmed the halogen center dot center dot center dot halogen contacts correspond to the Type II geometry. Complementary, electronic structure calculations were performed in other to estimate the energetic contribution of the observed intermolecular interactions in the crystal packing of the new system. Density Functional Theory (DFT) considering empirical dispersion corrections (named as DFT-D) and MP2 correlated very well and showed energy values according to previously reported related compounds (e.g., the energy for the Cl center dot center dot center dot Cl is -5.37 and -3.25 kcal mol(-1) for MP2/6-31+G{*}{*} and B2PLYP-D/6-31+G{*}{*}, respectively). On the other hand, and as expected, DFT using B3LYP as functional was not able to describe properly the studied intermolecular interactions. Moreover, it even predicts repulsive energies for most of the analyzed arrangements. (C) 2013 Elsevier B.V. All rights reserved. (AU) | |
| FAPESP's process: | 09/08131-1 - Ruthenium complexes containing ligands with biologic interest: chemical and structural aspects and evaluation of their citotoxicity against tumoral cells |
| Grantee: | Rodrigo de Souza Corrêa |
| Support Opportunities: | Scholarships in Brazil - Doctorate |