J Chem Crystallogr
Table 6 Docking results of the
compounds and receptor (2IOK)
6. Safarjalani N, Zhou X, Rais RH, Shi J, Schinazi RF, Naguib
FNM, Kouni MH (2005) Cancer Chemother Pharm 55:541
7. Kandeel MM, Mohamed LW, Hamid MAEK, Negmeldin AT
(2012) Sci Pharmaceut 80(3):531–545
8. Al-Safarjalani ON, Zhou X, Rais RH, Shi J, Schinazi RF, Naguib
FNM, El-Kouni MH (2005) Cancer Chemother Pharm
55:541–551
Compound
E-value
R1 (F)
R2 (Cl)
R3 (Br)
R4 (I)
-134.94
-118.08
-138.01
-142.21
9. Bruno V, Castaldo A, Centore R, Sirigu A, Sarcinelli F, Casal-
boni M, Pizzoferrato R (2002) J Polym Sci A Polym Chem
40:1468–1475
10. Castaldo A, Centore R, Peluso A, Sirigu A, Tuzi A (2002) Struct
Chem 13:27–36
substituted iodine (I)—human estrogen receptor 2IOK
[35].
11. Patel UH, Gandhi SA (2008) Indian
49:263–269
J Pure Appl Phys
12. Patel UH, Gandhi SA, Barot VM, Patel MC (2009) Acta Crys-
tallogr E 68:o2926
Conclusions
13. Patel UH, Gandhi SA, Barot VM, Patel MC (2013) Cryst Struct
Theory Appl 2:167
14. Patel UH, Gandhi SA, Barot VM, Patel MC (2016) Mol Cryst Liq
Cryst 624:190–204
A novel pyrimidine derivative, 2-chloro-4-(4-fluoro-phe-
nyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl
ester, C20H21ClO5 has been synthesized and purity of the
compound has been confirmed by spectroscopic technique.
The molecular structure has been investigated by single
crystal X-ray diffraction technique. The crystal structure
has been stabilized by weak but significant C–HÁÁÁO, C–
HÁÁÁN, C–FÁÁÁp and p–p intra and intermolecular hydrogen
bond interactions. Ab-initio and Density functional Theory
(DFT) calculations have been carried out for the title
molecule using RHF/6-311G and B3LYP/6-311G basis set
without polarization function respectively. The comparison
of the predicted bond lengths and bond angles are in good
agreement with experimental results. The Hirshfeld surface
analysis and 2D fingerprint map analysis emphasizes that
the intermolecular weak but significant interactions C–
HÁÁÁO, C–HÁÁÁN, C–FÁÁÁp and p–p hydrogen bonding con-
tributing to the molecular stability. The Hirshfeld surface
with finger plot reveals the percentage of intermolecular
contacts of the title compound. The docking results show
that the good interaction between human estrogen receptor
with iodine (I) derivative with energy value of (-142.21)
revealing more compatibility with I than the other
analogous.
15. Spackman MA, McKinnon JJ (2002) CrystEngComm 4:378–392
16. Fabbiani FPA, Leech CK, Shankland K, Johnston A, Fernandes
P, Florence AJ, Shankland N (2007) Acta Crystallogr C63:o659
17. Seth SK, Saha I, Estarellas C, Frontera A, Kar T, Mukhopadhyay
S (2011) Cryst Growth Des 11:3250
18. Sheldrick GM (2013) Acta Crystallogr A 64:112–122
19. Sheldrick GM (2015) Acta Crystallogr A 71:3–8
20. Farrugia LJ (2012) J Appl Crystallogr 45:849–854
21. Spek AL (2009) Acta Crystallogr D 65:148–155
22. Becke AD (1993) J Chem Phys 98:1372
23. Jhonson BG, Gill PM, Pople JA (1993) J Chem Phys 98:5612
24. Lee C, Yang W, Parr RG (1988) Phys Rev B 37:785–789
25. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA,
Cheeseman JR, Zakrzewski VG, Montgomery JA, Stratmann RE,
Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN,
Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R,
Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J,
Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK,
Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz
JV, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I,
Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng
CY, Nanayakkara A, Gonzalez C, Challacombe M, Gill PMW,
Johnson BG, Chen W, Wong MW, Andres JL, Head-Gordon M,
Replogle ES, Pople JA (2009) Gaussian 09 Revision A1. Gaus-
sian Inc., Wallingford, CT
26. Dennington R, Keith T, Millam J (2009) Gauss view version 5.
Semichem Inc., Shawnee Mission KS
27. Wollf SK, Grimwood DJ, McKinnon JJ, Jayatilaka D, Spackman
MA (2007) Crystalexplorer 2.1. University of Western Australia,
Perth
28. Clausen HF, Chevallier MS, Spackman MA, Iversen BB (2010)
New J Chem 34:193–199
Acknowledgments We are thankful to CSMCRI, Bhavnagar, India
for collecting intensity data of the crystal using Smart Apex –II CCD
diffractometer.
29. Ritchie DW, Venkatraman V (2010) Ultra-fast FFT protein
docking on graphics processors. Bioinformatics 26:2398–2405
30. Nardelli M (1995) J Appl Crystallogr 28:659
31. Bernstein J, Davis RE, Shimoni L (1995) Angew Chem Int Edit
34:1555
References
1. Lagoja LM (2005) Chem Biodivers 2(1):1–50
2. Hashash MA, Mahmoud MR, Madboli SA (1993) Indian J Chem
B 32:449–451
32. Yılmaz B, Saracoglu H, Caliskan N, Yilmaz I, Cukurovali A
(2012) J Chem Crystallogr 42:897–904
3. Brunelle MN, Lucifora J, Neyts J, Villet S, Holy A, Trepo C,
Zoulim F (2007) Antimicrob Agents Chemother 51:2240
4. Ding Y, Girardet JL, Smith KL, Larson G, Prigaro B, Wu JZ, Yao
N (2006) Bioorg Chem 34:26
33. Kara YS, Sagdinc SG, Karaday N (2013) Spectrochim Acta Part
A 110:351–363
¨
34. Namık O, Bilge E, Muharrem D, Yunus B (2010) Mol Phys
108:13–24
5. Calabresi P, Parks RE, Goodman LS, Gilman A (1975) The
pharmacological basis of therapeutics, 5th edn. Macmillan, New
York
35. Dhananjaya K, Sibi G, Mallesha H, Ravikumar KR, Awasthi S
(2012) Asian Pac J Trop Biomed 2:S1747–S1753
123