title: Unusual crystal structure of N-substituted maleamic acid - very strong effect of intramolecular hydrogen bonds.
abstract: N-Carbamylmaleamic acid (malur) undergoes cyclodehydration under favourable conditions, as expected, to give N-carbamyl maleimide. N-(Carboxymethyl) maleamic acid (malgly), however, does not undergo a similar cyclization reaction. Strong π bonding between the C and N of the amide group as well as two intramolecular hydrogen bonds makes malgly a planar molecule, as revealed by single-crystal X-ray studies.
authors.affiliation: School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills, Kottayam, Kerala 686560, India.
authors.forename: Raju
authors.initials: R
authors.lastname: Francis
authors.affiliation: School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad, Andhra Pradesh, India.
authors.forename: Pallepogu
authors.initials: P
authors.lastname: Raghavaiah
authors.affiliation: School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills, Kottayam, Kerala 686560, India.
authors.forename: Kuruvilla
authors.initials: K
authors.lastname: Pius
keywords: cyclodehydration; hydrogen bonding; maleamic acid; molecular modelling