Crystal engineering of analogous and homologous organic compounds: hydrogen bonding patterns in trimethoprim hydrogen phthalate and trimethoprim hydrogen adipate

• Packianathan Thomas Muthiah,
• Savarimuthu Francis,
• Urszula Rychlewska and
• Beata Warżajtis

Beilstein J. Org. Chem. 2006, 2, No. 8, doi:10.1186/1860-5397-2-8

• compound 2, the bond angles at carboxylate group, C18-C17-O5 and C18-C17-O4 are 120.1(2)° and 116.5(2)° respectively, whereas the angle at the carboxyl group C21-C22-O6, C21-C22-O7 are 123.1(2)° and 113.1(2)° respectively. The crystal structure of compound 2 is further stabilized by two C-H...π

• interactions [38] [C16-H161...Cg1(atoms N1-C6) (2.923Å, 137°) and C20-H201...Cg2 (atoms C8-C13) (2.779Å, 156°)] and the pyrimidine stacking interactions. The interplanar and centroid to centroid distances are 3.381Å and 3.738Å, respectively, and the angle between the centroid vector and normal to the plane is