4 Discussion and Conclusions
The computational study has highlighted the main properties of the MUCH-B
molecule in vacuo and in the three solvents considered. The IHB pattern has the
dominant role in determining conformational preferences, and the mutual orientation of the three moieties also plays a significant role. The results from the different
calculation methods utilised are consistent. They are also consistent with the
findings for other molecules, as far as individual common features—such as the
behaviour of and around a certain type of IHB—is concerned.
References
1. Dibwe DF, Awale S, Kadota S, Tezuka Y (2012) Tetreahedron Lett 53(46):6186–6290
2. Alagona G, Ghio C (2009) Phys Chem Chem Phys 11:776–790
3. Bushelyev SN, Stepanov NF (1989) Elektronnaya Structura y Biologhicheskaya Aktivnost
Molekul. Khimiya, Snanye, Moscow
4. ChemOfficem Cambridge Software
5. Kabanda MM, Mammino L (2012) Int J Quantum Chem 112:3691–3702
6. Mammino L, Kabanda MM (2009) J Mol Struct (Theochem) 901:210–219
7. Mammino L, Kabanda MM (2009) J Phys Chem A 113:15064–15077
8. Mammino L, Kabanda MM (2012) Int J Quantum Chem 112:2650–2658
9. Mammino L, Kabanda MM (2013) Molec Simul 39(1):1–13
Table 10 Comparison of the
parameters of the
intramolecular hydrogen
bonds in the isolated 1-c
conformer of muchimangin B
and in its adducts with
explicit water molecules
Conformer
or adduct
H-bond
Parameters of the H-bond
H–O (Å)
O–O (Å)
OĤO
1-c isolated
H23⋯O17
2.093
2.637
115.0
H25⋯O19
1.781
2.612
143.6
H26⋯O19
1.802
2.633
143.6
H28⋯O21
2.135
2.667
114.2
1-c-6aq
H23⋯O17
2.092
2.633
114.6
H25⋯O19
1.777
2.609
143.6
H26⋯O19
1.799
2.631
143.6
H28⋯O21
2.145
2.670
113.6
1-c-9aq
H23⋯O17
2.370
a
2.699
99.4
H25⋯O19
1.804
2.627
142.7
H26⋯O19
1.784
2.624
144.6
H28⋯O21
2.161
2.679
113.2
1-c-13aq
H23⋯O17
2.442
a
2.716
96.0
H25⋯O19
1.803
2.628
142.8
H26⋯O19
1.832
2.651
142.4
H28⋯O21
2.146
2.675
113.9
a H23 is simultaneously engaged in intramolecular and
intermolecular H-bonds
Ab-Initio and DFT Study of the Muchimangin-B Molecule
113
The computational study has highlighted the main properties of the MUCH-B
molecule in vacuo and in the three solvents considered. The IHB pattern has the
dominant role in determining conformational preferences, and the mutual orientation of the three moieties also plays a significant role. The results from the different
calculation methods utilised are consistent. They are also consistent with the
findings for other molecules, as far as individual common features—such as the
behaviour of and around a certain type of IHB—is concerned.
References
1. Dibwe DF, Awale S, Kadota S, Tezuka Y (2012) Tetreahedron Lett 53(46):6186–6290
2. Alagona G, Ghio C (2009) Phys Chem Chem Phys 11:776–790
3. Bushelyev SN, Stepanov NF (1989) Elektronnaya Structura y Biologhicheskaya Aktivnost
Molekul. Khimiya, Snanye, Moscow
4. ChemOfficem Cambridge Software
5. Kabanda MM, Mammino L (2012) Int J Quantum Chem 112:3691–3702
6. Mammino L, Kabanda MM (2009) J Mol Struct (Theochem) 901:210–219
7. Mammino L, Kabanda MM (2009) J Phys Chem A 113:15064–15077
8. Mammino L, Kabanda MM (2012) Int J Quantum Chem 112:2650–2658
9. Mammino L, Kabanda MM (2013) Molec Simul 39(1):1–13
Table 10 Comparison of the
parameters of the
intramolecular hydrogen
bonds in the isolated 1-c
conformer of muchimangin B
and in its adducts with
explicit water molecules
Conformer
or adduct
H-bond
Parameters of the H-bond
H–O (Å)
O–O (Å)
OĤO
1-c isolated
H23⋯O17
2.093
2.637
115.0
H25⋯O19
1.781
2.612
143.6
H26⋯O19
1.802
2.633
143.6
H28⋯O21
2.135
2.667
114.2
1-c-6aq
H23⋯O17
2.092
2.633
114.6
H25⋯O19
1.777
2.609
143.6
H26⋯O19
1.799
2.631
143.6
H28⋯O21
2.145
2.670
113.6
1-c-9aq
H23⋯O17
2.370
a
2.699
99.4
H25⋯O19
1.804
2.627
142.7
H26⋯O19
1.784
2.624
144.6
H28⋯O21
2.161
2.679
113.2
1-c-13aq
H23⋯O17
2.442
a
2.716
96.0
H25⋯O19
1.803
2.628
142.8
H26⋯O19
1.832
2.651
142.4
H28⋯O21
2.146
2.675
113.9
a H23 is simultaneously engaged in intramolecular and
intermolecular H-bonds
Ab-Initio and DFT Study of the Muchimangin-B Molecule
113