Acta Crystallographica Section C

Crystal Structure Communications

Volume 64, Part 6 (June 2008)


organic compounds



ga3088 scheme

Acta Cryst. (2008). C64, o330-o334    [ doi:10.1107/S0108270108013504 ]

Hydrogen-bonded networks in crystals of 1-(diaminomethylene)thiouron-1-ium perchlorate, hydrogen sulfate, dihydrogen phosphate and dihydrogen arsenate

J. Janczak and G. J. Perpétuo

Abstract: Crystals of the title compounds, namely 1-(diaminomethylene)thiouron-1-ium perchlorate, C2H7N4S+·ClO4-, 1-(diaminomethylene)thiouron-1-ium hydrogen sulfate, C2H7N4S+·HSO4-, 1-(diaminomethylene)thiouron-1-ium dihydrogen phosphate, C2H7N4S+·H2PO4-, and its isomorphic relative 1-(diaminomethylene)thiouron-1-ium dihydrogen arsenate, C2H7N4S+·H2AsO4-, are built up from a nonplanar 1-(diaminomethylene)thiouron-1-ium cation and the respective anion linked together via N-H...O hydrogen bonds. Both arms of the cation are planar, but they are twisted with respect to one another around the central N atom. Ionic and extensive hydrogen-bonding interactions join oppositely charged units into layers in the perchlorate, double layers in the hydrogen sulfate, and a three-dimensional network in the dihydrogen phosphate and dihydrogen arsenate salts. This work demonstrates the usefulness of 1-(diaminomethylene)thiourea in crystal engineering for the formation of supramolecular networks with acids.

Formula: ClO4-, HSO4-, H2PO4- and H2AsO4- salts of C2H7N4S+

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