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c) M. Nakash, Z. Clyde-Watson, N. Feeder, J. E. Davies, S. J. Teat, J. K. M. Sanders, J. Am. Chem. Soc: 2000, 122, in press.
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5
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0029798418
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For definitions and energies of different types of porphyrin distortions see: a) D. J. Nurco, C.J. Medforth, T.P. Forsyth, M. M. Olmstead, K.M. Smith, J. Am. Chem. Soc. 1996, 118, 10918-10919; b) W. Jentzen, M. C Simpson, J. D. Hobbs, X. Song, T. Ema, N. Y. Nelson, C. J. Medforth, K. M. Smith, M. Veyrat, M. Mazzanti, R. Ramasseul, J.-C. Marchon, T. Takeuchi, W. A. Goddard, III, J. A. Shelnutt, J. Am. Chem. Soc. 1995, 117, 11085- 11097.
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Olmstead, M.M.4
Smith, K.M.5
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6
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0029394753
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For definitions and energies of different types of porphyrin distortions see: a) D. J. Nurco, C.J. Medforth, T.P. Forsyth, M. M. Olmstead, K.M. Smith, J. Am. Chem. Soc. 1996, 118, 10918-10919; b) W. Jentzen, M. C Simpson, J. D. Hobbs, X. Song, T. Ema, N. Y. Nelson, C. J. Medforth, K. M. Smith, M. Veyrat, M. Mazzanti, R. Ramasseul, J.-C. Marchon, T. Takeuchi, W. A. Goddard, III, J. A. Shelnutt, J. Am. Chem. Soc. 1995, 117, 11085- 11097.
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Jentzen, W.1
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Ema, T.5
Nelson, N.Y.6
Medforth, C.J.7
Smith, K.M.8
Veyrat, M.9
Mazzanti, M.10
Ramasseul, R.11
Marchon, J.-C.12
Takeuchi, T.13
Goddard III, W.A.14
Shelnutt, J.A.15
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7
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0032790258
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For the geometry of hydrogen bonding see: a) F. H. Allen, W. D. S. Motherwell, P. R. Raithby, G. P. Shields, R. Taylor, New J. Chem. 1999, 23, 25-34; b) G. A. Jeffrey, W. Saenger, 'Hydrogen Bonding in Biological Structures', Springer, Berlin, 1991.
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Allen, F.H.1
Motherwell, W.D.S.2
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Shields, G.P.4
Taylor, R.5
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8
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0032790258
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Springer, Berlin
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For the geometry of hydrogen bonding see: a) F. H. Allen, W. D. S. Motherwell, P. R. Raithby, G. P. Shields, R. Taylor, New J. Chem. 1999, 23, 25-34; b) G. A. Jeffrey, W. Saenger, 'Hydrogen Bonding in Biological Structures', Springer, Berlin, 1991.
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Hydrogen Bonding in Biological Structures
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Jeffrey, G.A.1
Saenger, W.2
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9
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85037462813
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-
note
-
As the precision in the location of hydrogen atoms is less than for oxygen atoms, we present the O⋯O distances.
-
-
-
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10
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33947094524
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An X-ray structure for a toluene-solvated porphyrin has been reported; W. R. Scheldt, M E. Kastner, K. Hatano, Inorg. Chem. 1978, 17, 706-710.
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Scheldt, W.R.1
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Hatano, K.3
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11
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0029894444
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In some host systems, inclusion of solvent molecules and their displacement by a single ligand guest molecule was suggested as the main driving force for binding and acceleration of bimolecular reactions: a) J. Kang, J., Jr. Rebek, Nature 1996, 382, 239-241; b) J. Kang, J. Santamaria, G. Hilmersson, J. Jr. Rebek, J. Am. Chem. Soc. 1998, 120, 7389-7390.
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Nature
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Kang, J.1
Rebek Jr., J.2
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12
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0032578167
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In some host systems, inclusion of solvent molecules and their displacement by a single ligand guest molecule was suggested as the main driving force for binding and acceleration of bimolecular reactions: a) J. Kang, J., Jr. Rebek, Nature 1996, 382, 239-241; b) J. Kang, J. Santamaria, G. Hilmersson, J. Jr. Rebek, J. Am. Chem. Soc. 1998, 120, 7389-7390.
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Kang, J.1
Santamaria, J.2
Hilmersson, G.3
Rebek Jr., J.4
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13
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0031804095
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For other examples of chiral structures in crystals formed due to a twist see: a) D. G. Hamilton, J. E. Davies, L. Prodi, J. K. M. Sanders, Chem. Eur. J. 1998, 4, 608-620; b) R. G. Chapman, G. Olovsson, J. Trotter, J. C. Sherman, J. Am. Chem. Soc. 1998, 120, 6252-6260; c) J. R. Fraser, B. Borecka, J. Trotter, J. C. Sherman, J. Org. Chem. 1995, 60, 1207-1213; d) D. J. Cram, M. E. Tanner, C. B. Knobler, J. Am. Chem. Soc. 1991, 113, 7717-7727; e) D. O'Krongly, S. R. Denmeade, M. Y. Chiang, R. Breslow, J. Am. Chem. Soc. 1985, 107, 5544-5545.
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Hamilton, D.G.1
Davies, J.E.2
Prodi, L.3
Sanders, J.K.M.4
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14
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0032126687
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-
For other examples of chiral structures in crystals formed due to a twist see: a) D. G. Hamilton, J. E. Davies, L. Prodi, J. K. M. Sanders, Chem. Eur. J. 1998, 4, 608-620; b) R. G. Chapman, G. Olovsson, J. Trotter, J. C. Sherman, J. Am. Chem. Soc. 1998, 120, 6252-6260; c) J. R. Fraser, B. Borecka, J. Trotter, J. C. Sherman, J. Org. Chem. 1995, 60, 1207-1213; d) D. J. Cram, M. E. Tanner, C. B. Knobler, J. Am. Chem. Soc. 1991, 113, 7717-7727; e) D. O'Krongly, S. R. Denmeade, M. Y. Chiang, R. Breslow, J. Am. Chem. Soc. 1985, 107, 5544-5545.
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J. Am. Chem. Soc.
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Chapman, R.G.1
Olovsson, G.2
Trotter, J.3
Sherman, J.C.4
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15
-
-
33751156583
-
-
For other examples of chiral structures in crystals formed due to a twist see: a) D. G. Hamilton, J. E. Davies, L. Prodi, J. K. M. Sanders, Chem. Eur. J. 1998, 4, 608-620; b) R. G. Chapman, G. Olovsson, J. Trotter, J. C. Sherman, J. Am. Chem. Soc. 1998, 120, 6252-6260; c) J. R. Fraser, B. Borecka, J. Trotter, J. C. Sherman, J. Org. Chem. 1995, 60, 1207-1213; d) D. J. Cram, M. E. Tanner, C. B. Knobler, J. Am. Chem. Soc. 1991, 113, 7717-7727; e) D. O'Krongly, S. R. Denmeade, M. Y. Chiang, R. Breslow, J. Am. Chem. Soc. 1985, 107, 5544-5545.
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Fraser, J.R.1
Borecka, B.2
Trotter, J.3
Sherman, J.C.4
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16
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0001369784
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-
For other examples of chiral structures in crystals formed due to a twist see: a) D. G. Hamilton, J. E. Davies, L. Prodi, J. K. M. Sanders, Chem. Eur. J. 1998, 4, 608-620; b) R. G. Chapman, G. Olovsson, J. Trotter, J. C. Sherman, J. Am. Chem. Soc. 1998, 120, 6252-6260; c) J. R. Fraser, B. Borecka, J. Trotter, J. C. Sherman, J. Org. Chem. 1995, 60, 1207-1213; d) D. J. Cram, M. E. Tanner, C. B. Knobler, J. Am. Chem. Soc. 1991, 113, 7717-7727; e) D. O'Krongly, S. R. Denmeade, M. Y. Chiang, R. Breslow, J. Am. Chem. Soc. 1985, 107, 5544-5545.
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J. Am. Chem. Soc.
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Cram, D.J.1
Tanner, M.E.2
Knobler, C.B.3
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17
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0001594676
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-
For other examples of chiral structures in crystals formed due to a twist see: a) D. G. Hamilton, J. E. Davies, L. Prodi, J. K. M. Sanders, Chem. Eur. J. 1998, 4, 608-620; b) R. G. Chapman, G. Olovsson, J. Trotter, J. C. Sherman, J. Am. Chem. Soc. 1998, 120, 6252-6260; c) J. R. Fraser, B. Borecka, J. Trotter, J. C. Sherman, J. Org. Chem. 1995, 60, 1207-1213; d) D. J. Cram, M. E. Tanner, C. B. Knobler, J. Am. Chem. Soc. 1991, 113, 7717-7727; e) D. O'Krongly, S. R. Denmeade, M. Y. Chiang, R. Breslow, J. Am. Chem. Soc. 1985, 107, 5544-5545.
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c) R. J. Abraham, F. Eivazi, H. Pearson, K. M. Smith, J. Chem. Soc. Chem. Commun. 1976, 698-699;
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d) R. J. Abraham, F. Eivazi, H. Pearson, K. M. Smith, J. Chem. Soc. Chem. Commun. 1976, 699-701.
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b) W. R. Scheldt, Y. Lee, Structure Bonding, Vol. 64, Springer, Heidelberg, 1987.
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85037462771
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note
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[10b]
-
-
-
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26
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85037491167
-
-
note
-
4-plane) in the second porphyrin unit.
-
-
-
-
28
-
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0030043489
-
-
In effect this is a manifestation of the cation-π interaction (D. A. Dougherty, Science 1996, 271, 163), with the nearby π system appearing to act as a weak fifth ligand for the Zn atom. The Zn-π distance is much greater than in a conventional Zn-O bond so it is not surprising that we detect no displacement of the metal from the porphyrin plane.
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Science
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Dougherty, D.A.1
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85037463451
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note
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The possible π-π interaction between porphyrins p2 and p3 in complex 4 (Figure 5) is probably weak (if it exists at all), given the geometrical relationship, and therefore it is not expected to significantly change the Lewis acidity of the Zn atoms.
-
-
-
-
30
-
-
85037462003
-
-
note
-
4 planes in the various receptors should correspondingly be corrected.
-
-
-
-
31
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-
0003766353
-
-
Springer, Berlin
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1 space group, so each crystal contains either only optically active left-handed or the optically active righthanded conformers. There are, of course, an equal number of left- and right-handed crystals in any one batch, which on dissolution give no optical activity; see: G. A. Jeffrey and W. Saenger, Hydrogen Bonding in Biological Structures, Springer, Berlin. 1991, p, 175.
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Hydrogen Bonding in Biological Structures
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Jeffrey, G.A.1
Saenger, W.2
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21844437785
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As the directional properties in hydrogen bonding of the O-H⋯O type are very soft (see: R. Taylor, O. Kennard, Acc. Chem. Res. 1984, 17, 320-326), this gives further confidence for hydrogen bonding in the framework drawn in Figure 6.
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Acc. Chem. Res.
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Taylor, R.1
Kennard, O.2
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85037489273
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note
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As the precision in the location of hydrogen atoms is less than for oxygen atoms, we present the O⋯O distances. However, Figure 6 represents the observed relative orientation of the hydrogen bonding in complex 4.
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35
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0006934001
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b) G. A. Jeffrey, A, Robbins, Acta Crystallogr, Sect. B 1978, 34, 3817-3820.
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a) J. E. H. Koehler, B. Lesyng, W. Saenger, J. Comput. Chem. 1987, 8, 1090-1098;
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G. R. Desiraju, Angew. Chem. 1995, 107, 2541-2558; Angew. Chem. Int. Ed. Engl. 1995, 34, 2311-2327.
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85037478420
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4 plane in porphyrins p3 and p2, respectively.
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44
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0000046369
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π-π interactions between coordinated pyridine ligands and between these ligands and a pyrrole unit of porphyrins, in a cyclic metalloporphyrin trimer, were believed to be the driving force for the formation of an interpenetrated dimer of trimers in the solid state: H. L. Anderson, A. Bashall, K. Henrick, M. McPartlin, J. K. M. Sanders, Angew. Chem. 1994, 106, 445-447; Angew. Chem. Int. Ed. Engl. 1994, 33, 429-431.
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33748615619
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π-π interactions between coordinated pyridine ligands and between these ligands and a pyrrole unit of porphyrins, in a cyclic metalloporphyrin trimer, were believed to be the driving force for the formation of an interpenetrated dimer of trimers in the solid state: H. L. Anderson, A. Bashall, K. Henrick, M. McPartlin, J. K. M. Sanders, Angew. Chem. 1994, 106, 445-447; Angew. Chem. Int. Ed. Engl. 1994, 33, 429-431.
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