TY - JOUR
T1 - Comparison of N-(3,4,5-trimethoxybenzylidene)naphthalen-1-amine and its reduction product N-(3,4,5-trimethoxybenzyl)naphthalen-1-amine
AU - Garay, A.
AU - Abonía, R.
AU - Cobo, J.
AU - Glidewell, C.
N1 - The authors thank the Centro de Instrumentación Científico-Técnica of the Universidad de Jaén and the staff for the data collection. AG and RA thank COLCIENCIAS and the Universidad del Valle for financial support. JC thanks the Consejería de Innovación, Ciencia y Empresa (Junta de Andalucía, Spain) and the Universidad de Jaén for financial support.
PY - 2014/2/1
Y1 - 2014/2/1
N2 - The molecules in (E)-N-(3,4,5-trimethoxybenzylidene)naphthalen-1-amine, C20H21NO3, (I), and its reduction product N-(3,4,5-trimethoxybenzyl)naphthalen-1-amine, C20H19NO3, (II), are both conformationally chiral, but (I) crystallizes in a centrosymmetric space group, while (II) crystallizes with just one conformational enantiomer in each crystal. A combination of two C - H⋯O hydrogen bonds links the molecules of (I) into sheets containing a single type of R66(44) ring, and these sheets are linked into a continuous three-dimensional array by a single π-π stacking interaction. The molecules of (II) are linked into complex sheets by a combination of N - H⋯O, C - H⋯O and C - H⋯π(arene) hydrogen bonds.
AB - The molecules in (E)-N-(3,4,5-trimethoxybenzylidene)naphthalen-1-amine, C20H21NO3, (I), and its reduction product N-(3,4,5-trimethoxybenzyl)naphthalen-1-amine, C20H19NO3, (II), are both conformationally chiral, but (I) crystallizes in a centrosymmetric space group, while (II) crystallizes with just one conformational enantiomer in each crystal. A combination of two C - H⋯O hydrogen bonds links the molecules of (I) into sheets containing a single type of R66(44) ring, and these sheets are linked into a continuous three-dimensional array by a single π-π stacking interaction. The molecules of (II) are linked into complex sheets by a combination of N - H⋯O, C - H⋯O and C - H⋯π(arene) hydrogen bonds.
KW - Crystal structure
KW - Supramolecular structure
KW - Hydrogen bonding
UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-84905511399&partnerID=8YFLogxK
UR - http://scripts.iucr.org/cgi-bin/sendsup?sf3215
U2 - 10.1107/S2053229613034839
DO - 10.1107/S2053229613034839
M3 - Article
AN - SCOPUS:84905511399
SN - 0108-2701
VL - 70
SP - 210
EP - 215
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
IS - 2
ER -