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Horeau A. In: Kagan H.B. (Ed). Chemical Methods: Stereochemistry, Fundamentals, and Methods (1977), Georg Thieme, Stuttgart 51-76
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Gavezzotti A. In: Buergi H.B., and Dunitz J.D. (Eds). Structure Correlation Vol. 2 (1994), VCH, Weinheim 509-542
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Wiley, New York
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Jacques J., Collet A., and Wilen S.H. Enantiomers, Racemic compounds, and Resolutions (1981), Wiley, New York
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Enantiomers, Racemic compounds, and Resolutions
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Jacques, J.1
Collet, A.2
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79955037244
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and leading references cited therein
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Gavezzotti A. CrystEngComm 4 (2002) 343-347 and leading references cited therein
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CrystEngComm
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Gavezzotti, A.1
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Hendi M., Hooter P., Lynch V., Davis R.E., and Wheeler K.A. Cryst. Growth Des. 4 (2004) 95-101
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Hendi, M.1
Hooter, P.2
Lynch, V.3
Davis, R.E.4
Wheeler, K.A.5
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15
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0040618431
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There are studies dealing with crystallization through the pseudoinversion center irrespective of the chirality
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There are studies dealing with crystallization through the pseudoinversion center irrespective of the chirality. Desiraju G.R., Calabrese J.C., and Harlow R.L. Acta Crystallogr., Sect. B 47 (1991) 77-86
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Acta Crystallogr., Sect. B
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Desiraju, G.R.1
Calabrese, J.C.2
Harlow, R.L.3
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85029867296
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Jeong N., Chung Y.K., Lee B.Y., Lee S.H., and Yoo S.-E. Synlett (1991) 204-206
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Synlett
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Jeong, N.1
Chung, Y.K.2
Lee, B.Y.3
Lee, S.H.4
Yoo, S.-E.5
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0036296010
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Jeong N., Sung B.K., Kim J.S., Park S.B., Seo S.D., Shin J.Y., In K.Y., and Choi Y.K. Pure Appl. Chem. 74 (2002) 85-91
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Jeong, N.1
Sung, B.K.2
Kim, J.S.3
Park, S.B.4
Seo, S.D.5
Shin, J.Y.6
In, K.Y.7
Choi, Y.K.8
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Gibson S.E., Lewis S.E., Loch J.A., Steed J.W., and Tozer M.J. Organometallics 22 (2003) 5382-5384
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Organometallics
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Gibson, S.E.1
Lewis, S.E.2
Loch, J.A.3
Steed, J.W.4
Tozer, M.J.5
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24
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69949087639
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note
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For example, (R(C*),R(N))-1a is calculated to be more stable than (R(C*),S(N))-1a. However, the NMR spectra and HPLC analysis of (R)-1a with a chiral column showed peaks corresponding to only one compound. Therefore, (R)-1a can be considered as a single chiral molecule as well as a pair of diastereomers. By analogy, (RS)-1a can be considered as a pair of enantiomers or a racemate of two chiral molecules as well as all of the four stereoisomers. We also use the additional notation d#-(R or S)-1a for each of the four stereoisomers as shown in the bracket, where d# means a specific diastereomer, and (R or S) indicates the configuration around C*. Note that d1-(R)-1a and d2-(R)-1a are the mirror images of d3-(S)-1a and d4-(S)-1a, respectively. Similar notations can be applied for compound 1b.
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25
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34347272686
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Rosini G., Borzatta V., Boschi F., Candido G., Marotta E., and Righi P. Chem. Commun. (2007) 2717-2719
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(2007)
Chem. Commun.
, pp. 2717-2719
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Rosini, G.1
Borzatta, V.2
Boschi, F.3
Candido, G.4
Marotta, E.5
Righi, P.6
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29
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33744720318
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A previously reported counter-example of Wallach's rule
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A previously reported counter-example of Wallach's rule. Patrick B.O., and Brock C.P. Acta Crystallogr., Sect. B 62 (2006) 488-497
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(2006)
Acta Crystallogr., Sect. B
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Patrick, B.O.1
Brock, C.P.2
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33
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26144457724
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1 (a minimum condition for possible pseudo achiral crystals for the monoclinic crystal system) were identified from CSD data since 1989. Since scrutinizing all the results would have been too time-consuming, the search results were further narrowed down with the constraint that the target molecule contained only C, H, N, O, and S atoms. The search provided 173 hits. If two molecules in an asymmetric unit were related to each other via pseudo-inversion or pseudo-mirror planes, they would have the possibility of forming a pseudo achiral crystal. However, we were not able to identify many compounds in this class so far.
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1 (a minimum condition for possible pseudo achiral crystals for the monoclinic crystal system) were identified from CSD data since 1989. Since scrutinizing all the results would have been too time-consuming, the search results were further narrowed down with the constraint that the target molecule contained only C, H, N, O, and S atoms. The search provided 173 hits. If two molecules in an asymmetric unit were related to each other via pseudo-inversion or pseudo-mirror planes, they would have the possibility of forming a pseudo achiral crystal. However, we were not able to identify many compounds in this class so far. Although we have some candidates for further elucidation, either the coordinates of the crystal structures or the data required for the comparison, such as the crystal structures of the racemic compounds, are lacking. Nevertheless, more cases would be expected to be found when previous and prospective crystal structures are scrutinized based on our suggestion. Valente E.J., Trager W.F., and Lingafelter E.C. Acta Crystallogr., Sect. B 32 (1976) 277-279
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(1976)
Acta Crystallogr., Sect. B
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, pp. 277-279
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Valente, E.J.1
Trager, W.F.2
Lingafelter, E.C.3
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34
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0005139277
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Baert F., Fouret R., Oonk H.A.J., and Kroon J. Acta Crystallogr., Sect. B 34 (1978) 222-226
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(1978)
Acta Crystallogr., Sect. B
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Baert, F.1
Fouret, R.2
Oonk, H.A.J.3
Kroon, J.4
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35
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0001174052
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Kroon J., van Gurp P.R.E., Oonk H.A.J., Baert F., and Fouret R. Acta Crystallogr., Sect. B 32 (1976) 2561-2564
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(1976)
Acta Crystallogr., Sect. B
, vol.32
, pp. 2561-2564
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Kroon, J.1
van Gurp, P.R.E.2
Oonk, H.A.J.3
Baert, F.4
Fouret, R.5
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37
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69949093747
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note
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saint+ ver. 6.04. sax Area-Detector Integration Program. Bruker AXS. Madison, WI, 1997-2001.
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38
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69949088426
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note
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Sheldrick, G. M. sadabs Version 2.03, A Program for Empirical Absorption Correction; Universität Göttingen, 1997-2001.
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39
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69949096853
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note
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Bruker axs shelxtl version 6.10. Structure Determination Package; Bruker AXS: Madison, WI, 2000.
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