Crystals of
The design of organic solid (crystal or supramolecular engineering) is still today challenging and of great importance [
Structure of the proline derivative
To Boc-L-proline N-hydroxysuccinimide ester (2.0 g, 6.4 mmol) in CH2Cl2 (40 mL) was added, at 0°C, propargylamine (0.46 g, 8.4 mmol) and K2CO3 (1.43 g, 10.3 mmol). The reaction mixture was allowed to warm up to RT and was stirred for 72 h. Water (30 mL) was added and the organic phase was isolated. The remaining aqueous layer was extracted again with CH2Cl2 (
A dilute CDCl3 solution of
A colorless crystalline needle with approximate dimensions of
Crystal data, intensity collection conditions, and refinement parameters for
CCDC No | 906056 |
Empirical formula | C13H20N2O3 |
Formula weight | 252.31 |
Temperature | 100 K |
Wavelength | 1.54178 Å Cu |
Crystal system, space group | Orthorhombic, P 21 21 21 |
Unit cell dimensions |
|
Volume |
|
|
4, 1.174 Mg/m3 |
Absorption coefficient |
0.684 mm−1 |
Absorption correction | Multiscan |
Max. and min. transmission | 0.85 and 0.77 |
Crystal size |
|
|
544 |
|
5.53 to 70.03° |
Index ranges |
|
Reflections collected/unique | 25149/2670 ( |
Refinement method | Full-matrix least squares on |
Completeness to theta = 25.00° | 98.4% |
Goodness of fit on |
1.035 |
Data/restraints/parameters | 2670/0/166 |
Final |
|
|
|
Largest diff. peak and hole | 0.196 and −0.151 e·Å−3 |
The main feature of the crystal structure of the title compound Boc-L-Pro-NHCH2CCH
View along
Columns are directly linked to one another by (alkyne) CH
Plot of seven columns viewed along
The preference for linearity is the main structural feature distinguishing hydrogen bonds from van der Waals interactions [
Geometrical parameters of the CC−H
Finally, when we look along the
Plot of 3 parallel polar columns viewed along
In conclusion, the crystal structure of the proline alkyne derivative
The authors declare that there is no conflict of interests regarding the publication of this paper.
Financial support by NSERC, FQRNT, QC, Canada, and “Programme de collaboration universités-collèges” as well as RQCHP (Réseau Québécois de Calcul de Haute Performance) is gratefully acknowledged for computational resources.