Abstract

The closely related compounds cis-(2RS,4SR)-2-(thiophen-2-yl)-2,3,4,5-tetrahydro-1H-1-benzazepin-4-ol, C(14)H(15)NOS, (I), and cis-(2RS,4SR)-2-(5-methylthiophen-2-yl)-2,3,4,5-tetrahydro-1H-1-benzazepin-4-ol, C(15)H(17)NOS, (II), both crystallize with Z' = 2 in the space group P-1. In (I), the thienyl substituent in one of the two independent molecules is disordered over two sets of atomic sites having occupancies of 0.856 (2) and 0.144 (2). In both compounds, the two independent hydroxy O atoms are both within 2.8 Å of the hydroxy O atoms of two neighbouring molecules, and all of the hydroxy H atoms are disordered, each over two sites. The resulting O-H...O hydrogen bonds generate two similar but distinct C(4)(4)(8) chains, depending upon which hydroxy H-atom sites are occupied or vacant, with full correlation of the hydroxy H-atom occupancies within each chain. Comparisons are made with the supramolecular assembly in some related compounds.

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