title: Crystal structure of 12-benzyl-sulfanyl-2,9-di-bromo-6H-dibenzo[b,g][1,8]naphthyridin-11-one.
abstract: The hetero-tetra-cene skeleton of the title mol-ecule, C23H14Br2N2OS, is defined by linear annulation of four six-membered rings, including two N heteroatoms. This moiety is nearly planar (r.m.s. deviation = 0.055 Å), with a slight twist of 4.1 (2)° between the two halves of the aromatic system. The dihedral angle between the least-squares plane of the skeleton and the benzyl group is 24.5 (3)°; the C-S-C angle involving the benzyl-sulfanyl group is 99.2 (4)°. In the crystal, mol-ecules are π-stacked in an anti-parallel fashion along [110], with a distance between the aromatic planes of 3.47 (2) Å. Inter-molecular N-H⋯O hydrogen bonds form chains extending parallel to [001] and bridge the anti-parallel inter-digitated stacks of mol-ecules.
authors.affiliation: Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Resch
authors.affiliation: Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
authors.forename: Thomas
authors.initials: T
authors.lastname: Quell
authors.affiliation: Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
authors.forename: Dieter
authors.initials: D
authors.lastname: Schollmeyer
authors.affiliation: Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
authors.forename: Siegfried R
authors.initials: SR
authors.lastname: Waldvogel
keywords: 1,8-naphthyridine; crystal structure; hetero­tetra­cene