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A hydrogen‐bonded tetramer in (2RS,4SR)‐7‐bromo‐2‐(2‐methylphenyl)‐2,3,4,5‐tetrahydro‐1H‐naphtho[1,2‐b]azepin‐4‐ol and a three‐dimensional hydrogen‐bonded framework in (2RS,4SR)‐2‐(3‐methylthiophen‐2‐yl)‐2,3,4,5‐tetrahydro‐1H‐naphtho[1,2‐b]azepin‐4‐ol

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(2RS,4SR)‐7‐Bromo‐2‐(2‐methylphenyl)‐2,3,4,5‐tetrahydro‐1H‐naphtho[1,2‐b]azepin‐4‐ol, C21H20BrNO, (I), and (2RS,4SR)‐2‐(3‐methylthiophen‐2‐yl)‐2,3,4,5‐tetrahydro‐1H‐naphtho[1,2‐b]azepin‐4‐ol, C19H19NOS, (II), both crystallize with Z′ = 2 in the space groups P21/c and Cc, respectively; compound (II) crystallizes as a nonmerohedral twin, with twin fractions 0.183 (2) and 0.817 (2). The molecules of (I) are linked by O—H...O and O—H...N hydrogen bonds to form a cyclic centrosymmetric R 4 4(16) tetramer. The molecules of (II) are linked by O—H...O hydrogen bonds to form a C 2 2(4) chain and these chains are weakly linked by a single C—H...π(thienyl) interaction to form a three‐dimensional array. Comparisons are made with some related compounds.
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Document Type: Research Article

Publication date: April 15, 2013

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