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Derivatives of benzimidazolene-2-thione differing in substitution at the 4 and 5 positions have been synthesized and studied by single-crystal X-ray diffraction and/or X-ray powder diffraction. These derivatives include five monosubstituted compounds (1-SX; X = Me, F, Cl, Br, I), four disubstituted compounds (1-SX 2 ; X = Me, F, Cl, Br), the parent dihydro compound (1-SH 2 ), and the naphthyl compound (2-SH 2 ). Five of these molecules gave crystals suitable for single-crystal X-ray diffraction. In all of these crystals, the molecules pack as parallel, hydrogen-bonded tapes. Alternate molecules of a tape occupy two different planes that are separated by approximately 1 Å. The resulting structure is named a stepped tape. These stepped tapes are divided into two classes based on packing:  tapes of 1-SH 2 , 1-SMe 2 , and 1-SF pack in flat, parallel planes. Tapes of 2-SH 2 , 1-SF 2 , and 1-SCl 2 pack at an angle; of these, two (2-SH 2 and 1-SF 2 ) incorporate molecules of solvent. None of the structures is isomorphic.

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Glycerol kinase (E.C.