%0 Journal Article
%T Crystal Structure, Spectral Studies, and Hirshfeld Surfaces Analysis of 5-Methyl-5H-dibenzo[b,f]azepine and 5-(4-Methylbenzyl)-5H-dibenzo[b,f]azepine
%A Madan Kumar Shankar
%A Basavapattana C. Manjunath
%A Koravangala Shivakumar Vinay Kumar
%A Kudigana J. Pampa
%A Marilinganadoddi P. Sadashiva
%A Neartur K. Lokanath
%J Journal of Crystallography
%D 2014
%R 10.1155/2014/862067
%X The compounds, 5-methyl-5H-dibenzo[b,f]azepine (1) and 5-(4-methylbenzyl)-5H-dibenzo[b,f]azepine (2), were synthesized and characterized by spectral studies, and finally confirmed by single crystal X-ray diffraction method. The compound 1 crystallizes in the orthorhombic crystal system in Pca21 space group, having cell parameters (18) £¿, (18) £¿, (13) £¿, and and (3) £¿3. And the compound 2 crystallizes in the orthorhombic crystal system and space group Pbca, with cell parameters (5) £¿, (2) £¿, (7) £¿, and and (16) £¿3. The azepine ring of both molecules 1 and 2 adopts boat conformation with nitrogen atom showing maximum deviations of 0.483 (2) £¿ and 0.5025 (10) £¿, respectively. The C¨CH£¿¦Ð short contacts were observed. The dihedral angle between fused benzene rings to the azepine motif is 47.1 (2)¡ã for compound 1 and 52.59 (6)¡ã for compound 2, respectively. The short contacts were analyzed and Hirshfeld surfaces computational method for both molecules revealed that the major contribution is from C£¿H and H£¿H intercontacts. 1. Introduction Azepine derivatives have showed to be associated with different pharmacological activities such as antiviral, anticancer, anti-insecticidal, and vasopressin antagonist. Iminostilbene derivatives are found in montainine, coccinine, manthine, and pancracine alkaloids present in Haemanthus and Rhodophiala species [1]. They are the derivatives of drugs, such as carbamazepine [2], opipramol [3], and oxcarbazepine [4], which are used as anticonvulsants and antidepressants and in the treatment of epilepsy and trigeminal neuralgia [5]. Another compound, G32883, an iminostilbene derivative, shows effect on peripheral nerves [6]. Recently, it is reported that carbamazepine with magnesium oxide is used to treat anticonvulsant in albino rats [7]. Lateral dibenzazepine moieties are known to have potential to act as substituents for the binding site of the acetylcholine M2 receptor [8]. The 11-phenyl-[b,e]-dibenzazepine compounds are proved to be novel antitumor compounds [9]. Synthesis and crystal structures of other iminostilbene derivatives, 5-(prop-2-yn-1-yl)-5H-dibenzo[b,f]-azepine, orthorhombic polymorph, and 5-[(4-Benzyl-1H-1,2,3-triazol-1-yl)methyl]-5H-dibenzo[b,f]azepine have been reported [10, 11]. As a part of our ongoing research on the synthesis and crystal structures and their importance of iminostilbene derivatives, we report here the synthesis and characterization by spectral studies and crystal structure using single crystal X-ray crystal diffraction of compounds 5-methyl-5H-dibenzo[b,f]azepine (1) and
%U http://www.hindawi.com/journals/jcrys/2014/862067/