Hydrogen-bonded chains of rings in methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate and hydrogen-bonded sheets in methyl 1-(5-methyl-1H-pyrazol-3-yl)-1H-benzimidazole-5-carboxylate

PORTILLA, JAIME; MATA, ERNESTO G.; NOGUERAS, MANUEL; COBO, JUSTO; LOW, JOHN N.; GLIDEWELL, CHRISTOPHER

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS

Blackwell Publishing

Lugar: Oxford; Año: 2007 vol. 63 p. 38 - 41

0108-2701

Molecules of methyl 4-[(5-methyl-1H-pyrazol-3-yl)amino]-3-nitrobenzoate, C12H12N4O4, (I), exhibit a polarized (charge-separated) structure in the nitroaniline portion. The molecules are linked into chains of edge-fused R22(16) and R22(22) rings by a combination of N-H····O (carbonyl) and C-H····O (nitro)hydrogen bonds. Methyl 1-(5-methyl-1H-pyrazol-3-yl)-1Hbenzimidazole-5-carboxylate, C13H12N4O2, (II), which is readily formed from (I) by reduction followed by ring formation, crystallizes with Z= 2 in the space group P1. Each of the two independent molecular types is linked into sheets of R44(28) rings by a combination of N-H····N and C-H····O (carbonyl) hydrogen bonds