Title of article :
Crystal structure of trans-N,N′-bis(3,5-di-tert-butyl-2-hydroxyphenyl)oxamide methanol monosolvate
Author/Authors :
Velázquez-Carmona, Miguel-Ángel Centro de Química - Instituto de Ciencias - Benemérita Universidad Autónoma de Puebla, , Mexico , Ríos-Merinoa, Francisco Javier Centro de Química - Instituto de Ciencias - Benemérita Universidad Autónoma de Puebla, , Mexico , Ortegaa, Yasmi Reyes Centro de Química - Instituto de Ciencias - Benemérita Universidad Autónoma de Puebla, , Mexico
Abstract :
The here crystallized oxamide was previously characterized as an unsolvated species [Jímenez-Pérez et al. (2000[Jímenez-Pérez, V. M., Camacho-Camacho, C., Güizado-Rodríguez, M., Nöth, H. & Contreras, R. (2000). J. Organomet. Chem. 614-615, 283-293.]). J. Organomet. Chem. 614–615, 283–293], and is now reported with methanol as a solvent of crystallization, C30H44N2O4·CH3OH, in a different space group. The introduction of the solvent influences neither the molecular symmetry of the oxamide, which remains centrosymmetric, nor the molecular conformation. However, the unsolvated molecule crystallized as an ordered system, while many parts of the solvated crystal are disordered. The hydroxy group in the oxamide is disordered over two chemically equivalent positions, with occupancies 0.696 (4):0.304 (4); one tert-butyl group is disordered by rotation about the C—C bond, and was modelled with three sites for each methyl group, each one with occupancy 1/3. Finally, the methanol solvent, which lies on a twofold axis, is disordered by symmetry. The disorder affecting hydroxy groups and the solvent of crystallization allows the formation of numerous supramolecular motifs using four hydrogen bonds, with N—H and O—H groups as donors and the oxamide and methanol molecule as acceptors.
Keywords :
hydrogen bonding. , solvate , disorder , oxamide , crystal structure