Isatin 3-semicarbazone and 1-methylisatin 3-semicarbazone.
The two title semicarbazones, namely 2,3-dihydro-1H-indole-2,3-dione 3-semicarbazone, C9H8N4O2, (I), and 1-methyl-2,3-dihydro-1H-indole-2,3-dione 3-semicarbazone, C10H10N4O2, (II), show the same configuration, viz. Z around the imine C=N bond and E around the C(O)-NH2 bond, stabilized by two intramolecular hydrogen bonds. The presence of a methyl group on the isatin N atom determines the difference in the packing; in (I), the molecules are linked into chains which lie in the crystallographic (102) plane and run perpendicular to the b axis, while in (II), the molecules are arranged to form helices running parallel to a crystallographic screw axis in the a direction.
Pelosi
G
G
Dipartimento di Chimica Generale ed Inorganica, Chimica Analitica, Chimica Fisica, Parco Area delle Scienze 17/A, 43100 Parma, Italy. giorgio@unipr.it
Pelizzi
C
C
Belicchi Ferrari
M
M
Rodríguez-Argüelles
M C
MC
Vieito
C
C
Sanmartín
J
J
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007202:Indicators and Reagents; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D012664:Semicarbazones / Q000737:chemistry*
C515324:1-methylisatin 3-semicarbazone; D007202:Indicators and Reagents; D012664:Semicarbazones; C515323:isatin 3-semicarbazone; D007510:Isatin