Category: DATABASE STUDIES

A comprehensive review on this topic appears in The Weak Hydrogen Bond in Structural Chemistry and Biology, by G. R. Desiraju and T. Steiner, Oxford Univ. Press, 1999.

[NEW] J. Houser, J. Koca et al., Chem. Eur. J. 2020 https://doi.org/10.1002/chem.202000593: The CH‐π interaction in protein – carbohydrate binding: Bioinformatics and in vitro quantification.

T. J. Mooibroek, P. Gamez, CrystEngComm 2012, 14, 8462-8467: How directional are D–H/phenyl interactions in the solid state (D = C, N, O)?

G. N. Sastry et al., Int. J. Biol. Macromolec. 2011, 19, 540-552: Aromatic-Aromatic Interactions Database, A(2)ID: an analysis of aromatic π-networks in proteins.

M. Chourasia et al., Int. J. Biol. Macromol. 2011, 48, 540: Aromatic-Aromatic Interactions Database, A(2)ID: an analysis of aromatic pi-networks in proteins.

A. S. Mahadevi, G. N. Sastry et al., J. Chem. Phys. 2010, 133, 164308: Ab initio investigation of benzene clusters: Molecular tailoring approach.

V. Shanthi et al., Appl. Biochem. Biotechnol. 2010, 160, 1473-1483: Exploring the Role of C-H/ Interactions on the Structural Stability of Single Chain “All Alpha” Proteins.

S. Anand et al., In Silico Biology 2008, 8, 261-273: Influence of C-H/pi Hydrogen Bonds in Interleukins.

M. Cohen et al., Proteins 2008, 72, 741-753: Similar chemistry, but different bond preferences in inter versus intra-protein interactions.

D. Sredojevic et al., CrystEngComm 2007, 9, 793-798: Stacking vs. CH/pi Interactions between Chelate and Aryl Rings in Crystal Structures of Square-Planar Transition Metal Complexes.

A. Anbarasu et al., Int. J. Biol. Macromolec. 2007, 41, 251-259. Investigations on C-H...pi interactions in RNA binding proteins.

B. Dasgupta et al., FEBS Lett. 2007, 581, 4529-4532: Enhancedstability of cis Pro-Pro peptide bond in Pro-Pro-Phe sequence motif.

P. Chakrabarti, R. Bhattacharyya, Prog. Biophys. Mol. Biol. 2007, 95, 83-137: Geometry of nonbonded interactions involving planar groups in proteins. [Review]

R. P. Saha et al., Proteins 2007, 67, 84-97: Interaction geometry involving planar groups in protein?protein interfaces.

S. D. Stojanovic et al., J. Biol. Inorg. Chem. 2007, DOI 10.1007/s00775-007-0276-0: XH/pi interactions with the pi-system of porphyrin ring in porphyrin-containing proteins.

Y. N. Imai et al., J. Med. Chem. 2007, 50, 1189-1196: Propencities of polar and aromatic amino acids in noncanonical interactions: Nonbonded contacts analysis of protein-ligand complexes in crystal structures.

S. M. Malathy Sony, M. N. Ponnuswamy, Cryst. Growth Des. 2006, 6, 736-742. 10.1021/cg050514f: Nature of -Interactions in Nitrogen-Containing Heterocyclic Systems: A Structural Database Analysis.

M. K. Milcic et al., Inorg. Chem. 2006, 45, 4755-4763: Electron delocalization mediates the metal-dependent capacity for CH/pi interactions of acetylacetonato chelates.

S. Chakkaravarthi et al., Proteins 2006, 65, 75-86: Exploring the Environmental Preference of Weak Interactions in (alpha/beta)8 Barrel Proteins.

V. B. Medakovic et al., J. Inorg. Biochem. 2004, 98, 1867-1873: C-H…pi interactions in the metal-porphyrin complexes with chelate ring as the H acceptor.

H. Suezawa et al. CrystEngComm 2004, 5, 514-518: CH/p Interactions as disclosed on the fullerene convex surface. A database study. [See page 'Our papers' for Abstract]

M. K. Milcic et al., Inorg. Chim. Acta 2004, 357, 4327-4329: Very strong metal ligand aromatic cation-pi interactions in transition metal complexes: intermolecular interaction in tetraphenylborate salt.

S. D. Zaric, Eur. J. Inorg. Chem. 2003, 2197-2209: Metal ligand aromatic cation-pi interactions (review).

H. Suezawa et al., New J. Chem. 2003, 27, 1609-1613: The molecular structure of acyclic aralkyl compounds studied by a crystallographic database survey. Relevance of the intramolecular CH/pi hydrogen bond to conformation. [See page 'Our papers' for Abstract]

C. Wachsmann et al., Eur. J. Org. Chem. 2003, 2863-2876: New functional hexahelicenes - Synthesis, Chiroptical properties, X-ray crystal structures, and comparative data bank analysis of hexahelicenes.

R. Bhattacharyya, P. Chakrabarti, J. Mol. Biol. 2003, 331, 925-940: Stereospecific Interactions of Proline Residues in Protein Structures and Complexes.

R. Meurisse et al., BBA 2003, 36891, 1-12: Aromatic side-chain interactions in proteins. Near and far-sequence His-X pairs.

A. Thomas et al., Proteins 2002, 48, 635-644: Aromatic side-chain interactions in proteins II. Near- and far-sequence Phe-X pairs.

A. Thomas et al., Proteins 2002, 48, 628-634: Aromatic side-chain interactions in proteins I. Main structural features.

R. Bhattacharyya et al., Protein Eng. 2002, 15, 91-100: Aromatic-aromatic interactions in and around alpha helices.

H. Suezawa et al., Eur. J. Inorg. Chem. 2002, 3148-3155: CH/pi interactions implicated in the crystal structure of transition metal compounds. A database study. [See page 'Our papers' for Abstract]

M. A. Spackman, J. J. McKinnon, CrystEngComm, 2002, 4, 378-392: Fingerprinting intermolecular interactions in molecular crystals. [REVIEW]

A. Nangia. CrystEngComm 2002, 17, 1-9: Database research in crystal engineering. [REVIEW]

T. Steiner, Angev. Chem., Int, Ed. 2002, 41, 48-76: The hydrogen bond in the solid state. [REVIEW]

G. A. Bogdanovic et al ., Eur. J. Inorg. Chem. 2002, 1599-1602: Evidence based on crystal structures and calculation of a CH-pi interaction between an organic moiety nab a chelate ring in transition metal complexes.

O. Takahashi et al., Bull. Chem. Soc. Jpn. 2001, 74, 2421-2430: Hydrogen-bond-like nature of the CH/pi interaction as evidenced by crystallographic database analyses and ab initio molecular orbital calculations. [See page 'Our papers' for Abstract]

H. Suezawa et al., J. Chem. Soc., Perkin Trans. 2 2001, 2053-2058: The CH/pi interaction as an important factor in the crystal packing and determining the structure of clathrates. [See page 'Our papers' for Abstract]

G. Toth et al., Protein Eng. 2001, 14, 543-547: Stabilization of local structures by pi?CH and aromatic?backbone amide interactions involving prolyl and aromatic residues.

Z. Ciunik, G. Desiraju, Chem. Commun. 2001, 703-704: Area correction of multi-atom-acceptor hydrogen bond frequency distributions.

M. S. Weiss et al., Trends Biochem. Sci., 2001, 26, 521-523: More hydrogen bonds for the (structural) biologist.

M. Brandi et al., J. Mol. Biol. 2001, 307, 357-377: CH-pi interactions in proteins.

T. Steiner, G. Koellner, J. Mol. Biol. 2001, 305, 535-557: Hydrogen bonds with pi-acceptors in proteins: Frequencies and role in stabilizing local 3D structures.

H. Takahashi et al., Tetrahedron 2000, 56, 6185-6191: CH/pi interactions as evidenced in the crystal structure of host-guest complexes. A database study. [See page 'Our papers' for Abstract]

C. Janiak, J. Chem. Soc., Dalton Trans. 2000, 3885-3896: A critical account on pi-pi stacking in metal complexes with aromatic nitrogen-containing ligands.

U. Samanta et al., Proteins 2000, 38, 288-300: Environment of tryptophane side chains in proteins.

Y. Umezawa et al., Tetrahedron, 1999, 55, 10047-10056: CH/pi interaction in the conformation of organic compounds. A database study. [See page 'Our papers' for Abstract]

J. van de Bovencamp et al., J. Phys. Chem. A, 1999, 103, 2784-2792: Combined ab initio computational and statistical investigation of a model CH-O hydrogen bonded dimer as occurring in 1,4-benzoquinone.

Y. Umezawa et al., Bioorg. Med. Chem. 1999, 7, 2021-2026: CH/pi interaction in the conformation of peptides. A database study. [See page 'Our papers' for Abstract]

S. Harder, Chem. Eur. J. 1999, 5, 1852-1861: Can CH/pi bonding be classified as hydrogen bonding? A systematic investigation of CH-C(pi) bonding to cyclopentadienyl anions.

A. Jabs et al., J. Mol. Biol. 1999, 286, 291-304: Non-proline cis peptide bonds in proteins.

D. Pal, P. Chakrabarti, J. Mol. Biol. 1999, 294, 271-288: Cis peptide bonds in proteins: residues involved, their conformations, interactions and locations.

D. Braga, et al., Organometallics 1998, 17, 2669-2672: X-H/pi (X = O, N, C) hydrogen bonds in organometallic crystals.

D. Philp, J. M. A. Robinson, J. Chem. Soc., Perkin Trans. 2, 1998, 1643-1650: A computation investigation of cooperativity in weakly hydrogen-bonded assemblies.

Y. Umezawa et al., Bull. Chem. Soc. Jpn. 1998, 71, 1207-1213: CH/pi interaction in the crystal structure of organic compounds. A database study. [See page 'Our papers' for Abstract]

T. Steiner, G. R. Desiraju, Chem. Commun. 1998, 891-892: Distinction between the weak hydrogen bond and the van der Waals interaction.

Z. Ciunik et al., J. Mol. Struct. 1998, 442, 125-134: New aspects of weak C-H...pi bonds: intermolecular interactions between alicyclic and aromatic rings in crystals of small compounds, peptides and proteins.

M. Mascal, Chem. Commun. 1998, 303-304: Statistical analysis of CH-N hydrogen bonds in the solid state: there are real precedents.

J. F. Malone et al., J. Chem. Soc., Faraday Trans. 1997, 93, 3429-3436: X-H/pi (phenyl) interactions. Theoretical and crystallographic observations.

G. R. Desiraju, Acc. Chem. Res. 1996, 29, 441-449: The CH-O hydrogen bond: Structural implications and supramolecular design. [REVIEW]

Z. S. Derewenda et al., J. Mol. Biol. 1995, 252, 248-262: The occurrence of CH-O hydrogen bonds in proteins.

T. Steiner, Acta Cryst., Sect D. 1995, 51, 93-97: Water molecules which apparently accept no hydrogen bonds are systematically involved in CH-O interactions.

P. Chakrabarti, U. Samanta, J. Mol. Biol. 1995, 251, 9-14: CH/pi interaction in the packing of the adenine ring in protein structures.

T. Steiner, W. Saenger, J. Am. Chem. Soc. 1993, 115, 4540-4547: Role of CH-O hydrogen bonds in the coordination of water molecules. Analysis of neutron diffraction data.

T. Steiner, W. Saenger, J. Am. Chem. Soc. 1992, 114, 10146-10154: Geometry of CH-O hydrogen bonds in carbohydrate crystal structures. Analysis of neutron diffraction data.

V. R. Pedireddi, G. R. Desiraju, J. Chem. Soc., Chem. Commun. 1992, 988-990: A crystallographic scale of carbon acidity.

G. R. Desiraju, Acc. Chem. Res. 1991, 24, 290-296: The CH-O hydrogen bond in crystals: What is it? [REVIEW].

G. R. Desiraju, J. Chem. Soc., Chem. Commun. 1990, 454-455: Strength and linearity of CH-O bonds in molecular crystals: A database study of some terminal alkynes.

G. R. Desiraju, J. Chem. Soc., Chem. Commun. 1989, 179-180: Distance dependence of CH-O interactions in some chloroalkyl compounds.

R. Taylor, O. Kennard, J. Am. Chem. Soc. 1982, 104, 5063-5070: Crystallographic evidence for the existence of CH-O, CH-N, and CH-Cl hydrogen bonds.