title: Crystal structure of an aryl cyclo-hexyl nona-noid, an anti-proliferative mol-ecule isolated from the spiceMyristica malabarica.
abstract: The title compound, C21H26O5, an aryl cyclo-hexyl nona-noid {systematic name: 3,5-dihy-droxy-2-[9-(4-hy-droxy-phen-yl)nona-noyl]cyclo-hexa-2,4-dien-1-one}, extracted from the spice plantMyristica malabaricacomprises two ring components, a 4-hy-droxy-phenyl moiety and a 3,5-di-hydroxy-cyclo-hexa-2,4-dienone moiety linked by a nona-noyl chain. The mol-ecule has an extended essentially planar conformation stabilized by an intra-molecular hy-droxy O-H⋯Ocarbon-ylhydrogen bond, giving a dihedral angle between the two ring systems of 6.37 (15)°. The C, O and H atoms associated with one of the hy-droxy groups of the cyclo-hexa-dienone component are disordered over two sets of sites with site occupancies of 0.6972 and 0.3028. In the crystal, hy-droxy O-H⋯O hydrogen bonds to carbonyl O-atom acceptors form large centrosymmetricR22(36) cyclic dimers, which are further extended into supra-molecular one-dimensional ribbon structures along [1-11].
authors.affiliation: Bio-Organic Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400085, India.
authors.forename: Ajoy Kumar
authors.initials: AK
authors.lastname: Bauri
authors.affiliation: Institute of Materials Science, Darmstadt University of Technology, Alarich-Weiss-Strasse 2, D-64287 Darmstadt, Germany.
authors.forename: Sabine
authors.initials: S
authors.lastname: Foro
authors.affiliation: Accident and Emergency Department, Franco Vietnamese Hospital, 7 Nguyen Luong Bang Street, Ho Chi Minh City, Vietnam.
authors.forename: Nhu Quynh Nguyen
authors.initials: NQ
authors.lastname: Do
keywords: M. malabarica; anti­proliferative activity; aryl cyclo­hexyl nona­noid; atom disorder and refinement; crystal structure; hydrogen bonding