. 2019 Jul 2;75(Pt 8):1096–1101. doi: 10.1107/S2056989019009253

Table 4. Conformation, intramolecular hydrogen bonding around the amino group, and contributions of the intermolecular O⋯H/H⋯O contacts to the Hirshfeld surfaces in N-(β-D-fructopyranos-1-yl)-amino acids.

Hydrogen-bond selection criteria: D⋯A < 3.0 Å; H⋯D < 2.7 Å; D—H⋯A > 95°.

Structure	N—C1—C2—O5 torsion (°), conformation	Intramolecular hydrogen bonds around the amino group	No. of intra/intermolecular hydrogen bonds	O⋯H/H⋯O contacts on Hirshfeld surface (%)
Fru-cycloLeu, (I)	+53.3 gt	N1—H1A⋯O1 (106°); N1—H1A⋯O5 (97°); N1—H1A⋯O7 (99°); O1—H1O⋯O7 (178°)	6/5	38.5
FruGly^a	+165.5 tg	N1—H1A⋯O2 (140°); N1—H1A⋯O7 (104°)	2/6	51.6
FruAib (molecule A)^b	+64.7 gt	N1—H1B⋯O5 (110°); N1—H1B⋯O7 (107°)	3/5	44.0
FruAib (molecule B)^b	+176.8 tg	N1—H1A⋯O2 (145°); N1—H1A⋯O7 (100°)	3/5	45.9
FruPro·H₂O^d	+75.8 gt	N1—H1⋯O1 (109°); N1—H1⋯O7 (125°)	3/6	49.2
FruPro·2H₂O^d	+176.8 tg	N1—H1⋯O2 (140°); N1—H1⋯O7 (113°)	3/6	49.3
FruPro·MeOH^d	+174.4 tg	N1—H1⋯O2 (139°); N1—H1⋯O7 (114°)	4/5	40.2
FruHis·H₂O^e	+60.7 gt	N1—H1B⋯O5 (100°); N1—H1B⋯O7 (102°); N1—H1A⋯O1 (108°)	5/7	41.2

Notes: (a) Mossine, Glinsky et al. (1995 ▸); (b) Mossine et al. (2018 ▸); (c) Mossine et al. (2007a ▸); (d) Tarnawski et al. (2007 ▸); (e) Mossine et al. (2007b ▸).

Table 4. Conformation, intra­molecular hydrogen bonding around the amino group, and contributions of the inter­molecular O⋯H/H⋯O contacts to the Hirshfeld surfaces in N-(β-D-fructo­pyranos-1-yl)-amino acids.

Table 4. Conformation, intramolecular hydrogen bonding around the amino group, and contributions of the intermolecular O⋯H/H⋯O contacts to the Hirshfeld surfaces in N-(β-D-fructopyranos-1-yl)-amino acids.