M. Soriano-garcia, J. Henao-Martínez, A. Palma
Aug 1, 2000
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Abstract
antibacterial, antiarrhythmic and antihypertensive activities.1 They also exhibit analgesic, anticancer, and antiarrhytmic properties and act as immunosuppresant inhibitors and virucides.2 This type of compound is widely used in the synthesis of tricyclic systems where the tetrahydroquinoline fragment appears annulated in positions 1,8a with pyrrole, pyrrolidine, pyrrolinone or piperidine cycles.3 Spiro[cyclohexane-1,2′ -6′ -methoxy-1′ -(α -chloroacetyl)1′,2′,3′,4′-tetrahydro-4′-methylquinoline] was synthesized from 6-methoxy-1,2,3,4-tetrahydrospiro[quinoline-2,1′-cyclohexane] by chloroacylation with chloroacetyl chloride in the presence of triethylamine according to a procedure described in the literature.4 In this paper we describe the X-ray structure determination of spiro[cyclohexane-1,2 ′ -6 ′ -methoxy-1 ′ -(α -chloroacetyl)1′,2′,3′,4′-tetrahydro-4′-methylquinoline]. The X-ray data were collected by graphite-monochromatized Mo Kα radiation. No absorption correction was applied. Table 1 summarizes the crystal and experimental data. The molecular structure of the title compound is shown in Fig. 1. The bond lengths and angles have normal values. Based on the puckering-parameter values (φ2, θ2 and Q), the six-membered ring of the saturated part of the quinoline moiety has a conformation between twist (T3) and screw-boat (S3), the aromatic ring is planar within the experimental error and the cyclohexane ring at C2 has a chair conformation (C1). The N atom is sp2 hybridized: the sum of the three bond angles around the N atom is 359.7 ̊. The molecular packing is shown in Fig. 2. The molecules in the crystal are packed at normal van der Waals distances. There are 889 ANALYTICAL SCIENCES AUGUST 2000, VOL. 16 2000 © The Japan Society for Analytical Chemistry