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(Z)-2,2,2-Trichloro-N-cyano-acetamidine.

ABSTRACT: The title compound, C(3)H(2)Cl(3)N(3), crystallizes as the Z isomer with respect to the C=N bond. The -C(NH(2))=NCN functional group is effectively planar (r.m.s. deviation = 0.016?Å), with only the three Cl atoms out of the mol-ecular plane. A strong network of N-H?N hydrogen bonds forms dimers which are associated into ribbons in the crystal structure. Hydrogen bonding is suspected to be the cause of the near-equivalence of the formal C-N and C=N bonds (?(CN) = 0.008?Å).

SUBMITTER: Baker AE

PROVIDER: S-EPMC2970111 | biostudies-literature | 2009 Aug

REPOSITORIES: biostudies-literature

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(Z)-2,2,2-Trichloro-N-cyano-acetamidine.

Baker A Elizabeth AE Boeré René T RT

Acta crystallographica. Section E, Structure reports online 20090812 Pt 9

The title compound, C(3)H(2)Cl(3)N(3), crystallizes as the Z isomer with respect to the C=N bond. The -C(NH(2))=NCN functional group is effectively planar (r.m.s. deviation = 0.016 Å), with only the three Cl atoms out of the mol-ecular plane. A strong network of N-H⋯N hydrogen bonds forms dimers which are associated into ribbons in the crystal structure. Hydrogen bonding is suspected to be the cause of the near-equivalence of the formal C-N and C=N bonds (Δ(CN) = 0.008 Å). ...[more]

PMID: 21577545

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