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3-nitrophthalic acid: C(4) and R(2)(2)(8) motifs of O-H...O hydrogen bonds generate sheets which are linked by C-H...O hydrogen bonds. 2003

Christopher Glidewell, and John N Low, and Janet M S Skakle, and James L Wardell
School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk

In molecules of 3-nitrophthalic acid, C(8)H(5)NO(6), the 2-carboxyl group, which is the central of the three substituents, is almost orthogonal to the arene ring, while the other two substituents are effectively coplanar with the ring. The molecules are linked by two O-H...O hydrogen bonds [H...O = 1.86 and 1.89 A, O...O = 2.6983 (13) and 2.6809 (12) A, and O-H...O = 172 and 155 degrees ] into sheets containing alternating R(2)(2)(8) and R(6)(6)(36) rings; these sheets are linked into a three-dimensional framework by a single C-H.O hydrogen bond [H...O = 2.41 A, C.O = 3.2663 (15) A and C-H...O = 150 degrees ].

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