Hydrogen bonding in C-substituted nitroanilines: molecular ladders in 2-trifluoromethyl-4-nitroaniline and sheets of R(4)(4)(12) and R(4)(4)(32) rings in 3-trifluoromethyl-4-nitroaniline.
In 2-trifluoromethyl-4-nitroaniline, C(7)H(5)F(3)N(2)O(2), (I), the molecules lie across a mirror plane in space group Pnma. The molecules are linked by paired N-H...O hydrogen bonds to form a C(8)[R(2)(2)(6)] chain of rings, pairs of which are linked into a molecular ladder by a single C-H...O hydrogen bond. The isomeric 3-trifluoromethyl-4-nitroaniline, (II), has Z' = 2 in space group P2(1)/c. Each molecule is linked to four others by N-H...O hydrogen bonds to form sheets built from alternating R(4)(4)(12) and R(4)(4)(32) rings.
Glidewell
Christopher
C
School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk
Low
John N
JN
McWilliam
Susan A
SA
Skakle
Janet M S
JM
Wardell
James L
JL