TY - JOUR
T1 - N-Piperonyl analogue of the atypical antipsychotic clozapine
AU - Capuano, Ben
AU - Crosby, Ian T
AU - Gable, Robert W
AU - Lloyd, Edward J
PY - 2000/1/1
Y1 - 2000/1/1
N2 - The crystal structure of 11-[4-(1,3-benzodioxol-5-ylmethyl)-piperazino]-8-chloro-5H-dibenzo[b,e]1,4] diazepine, C25H23-ClN4O2, confirms the buckled nature of the dibenzodiazepine nucleus, with the central seven-membered heterocycle in a boat conformation and the dihedral angle between the planes of the aromatic rings being similar to that found for the parent compound, clozapine. The piperazine ring displays an almost perfect chair conformation, with the piperonyl group assuming an equatorial orientation. The relative position of the dibenzodiazepine and piperazine ring systems is controlled by the planarity of the piperazine N atom in the amidine moiety.
AB - The crystal structure of 11-[4-(1,3-benzodioxol-5-ylmethyl)-piperazino]-8-chloro-5H-dibenzo[b,e]1,4] diazepine, C25H23-ClN4O2, confirms the buckled nature of the dibenzodiazepine nucleus, with the central seven-membered heterocycle in a boat conformation and the dihedral angle between the planes of the aromatic rings being similar to that found for the parent compound, clozapine. The piperazine ring displays an almost perfect chair conformation, with the piperonyl group assuming an equatorial orientation. The relative position of the dibenzodiazepine and piperazine ring systems is controlled by the planarity of the piperazine N atom in the amidine moiety.
UR - http://www.scopus.com/inward/record.url?scp=0347744019&partnerID=8YFLogxK
U2 - 10.1107/S0108270199015139
DO - 10.1107/S0108270199015139
M3 - Article
C2 - 10777942
SN - 0108-2701
VL - 56
SP - 339
EP - 340
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
IS - 3
ER -