Crystal polymorphism and spectroscopical properties of sulfonamides in solid state by means of First Principles calculations
Por:
Ignacio Sainz-Diaz, C., Perez de la Luz, Alexander, Barrientos-Salcedo, Carolina, Francisco-Marquez, Misaela, Soriano-Correa, Catalina
Publicada:
1 jul 2022
Resumen:
Sulfonamides are an important class of therapeutic agents. The increase
in the number of new sulfonamide derivatives makes it necessary to study
more rationally the chemical structure, because the solid forms often
display different mechanical, thermal and physicochemical properties
that can influence the bioavailability and stability of the drugs;
consequently, the polymorphic structures are of great interest to the
pharmaceutical industry because of their ability to modify the physical
properties of the active pharmaceutical ingredient. The molecular
interactions of these drugs in their crystal lattice are important for
the stability of the crystals and polymorphism and for preparing
composite complexes for optimizing the use of these drugs. In this work,
the crystal structure of these drugs and crystal polymorphism is
investigated. So, the crystal forms of antibiotics derivatives of the
sulfonamides, sulfamethoxazole, sulfamethazine, sulfachloropyridazine,
and sulfacetamide are studied at the molecular and supramolecular level
by using computational modeling approach at quantum mechanical level.
The spectroscopic properties of these systems are also studied
explaining assignments of previous experimental data. The results of DFT
calculations reproduce the crystal structures of sulfonamides determined
experimentally and the polymorphism in these molecules have been
clarified. Likewise, the main intermolecular interactions in all crystal
forms of these sulfonamides are H-bonds among the sulfonic and amino
groups and SNH groups, and also some pi-pi interactions. Also, these 3-D
periodical models allow the exploration of the intermolecular
interactions included in the crystal structures and some of these
interactions can alter the vibration modes of the molecules. Therefore,
the use of these models can be useful for experimental spectroscopy
studies where use actual crystal solids.
Filiaciones:
Ignacio Sainz-Diaz, C.:
Univ Granada, Inst Andaluz Ciencias Tierra, CSIC, Av Palmeras 4, Granada 18100, Spain
Perez de la Luz, Alexander:
Univ Granada, Inst Andaluz Ciencias Tierra, CSIC, Av Palmeras 4, Granada 18100, Spain
Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Av San Rafael Atlixco 186, Ciudad De Mexico 09340, Mexico
Barrientos-Salcedo, Carolina:
Univ Veracruzana, Lab Quim Med & Quimiogen, Veracruz 91700, Mexico
Francisco-Marquez, Misaela:
Inst Politecn Nacl UPIICSA, Te 950, Mexico City 08400, DF, Mexico
Soriano-Correa, Catalina:
Univ Granada, Inst Andaluz Ciencias Tierra, CSIC, Av Palmeras 4, Granada 18100, Spain
Univ Nacl Autonoma Mexico, Fac Estudios Super Zaragoza, Unidad Quim Computac, Mexico City 09230, DF, Mexico
hybrid, Green Published
|