X-ray and Hydrogen-bonding Properties of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol
Abstract
:Introduction
Results and Discussion
Bond lengths (Å) | Bond angles (deg) | ||
O(1)-C(9) | 1.365(2) | N(2)-N(1)-C(7) | 120.64(13) |
N(1)-N(2) | 1.348(2) | N(2)-N(1)-C(1) | 110.69(14) |
N(1)-C(7) | 1.471(2) | C(1)-N(1)-C(7) | 128.67(14) |
N(1)-C(1) | 1.363(2) | N(3)-N(2)-N(1) | 108.36(13) |
N(3)-N(2) | 1.312(2) | N(2)-N(3)-C(2) | 108.76(14) |
N(3)-C(2) | 1.377(2) | C(9)-C(8)-C(17) | 119.23(15) |
C(8)-C(9) | 1.384(2) | C(9)-C(8)-C(7) | 119.82(15) |
C(8)-C(17) | 1.429(2) | C(17)-C(8)-C(7) | 120.93(15) |
C(8)-C(7) | 1.505(2) | O(1)-C(9)-C(8) | 118.94(15) |
C(9)-C(10) | 1.411(2) | O(1)-C(9)-C(10) | 119.94(15) |
C(10)-C(11) | 1.362(2) | C(8)-C(9)-C(10) | 121.13(16) |
C(11)-C(12) | 1.418(2) | C(11)-C(10)-C(9) | 120.20(16) |
C(12)-C(13) | 1.416(2) | C(10)-C(11)-C(12) | 120.96(17) |
C(12)-C(17) | 1.423(2) | C(13)-C(12)-C(11) | 121.26(16) |
C(13)-C(14) | 1.365(3) | C(11)-C(12)-C(17) | 119.11(16) |
C(14)-C(15) | 1.403(3) | C(13)-C(12)-C(17) | 119.61(16) |
C(15)-C(16) | 1.372(3) | C(14)-C(13)-C(12) | 120.68(18) |
C(16)-C(17) | 1.420(2) | C(13)-C(14)-C(15) | 120.20(17) |
C(1)-C(6) | 1.401(2) | C(16)-C(15)-C(14) | 120.53(17) |
C(1)-C(2) | 1.397(2) | C(15)-C(16)-C(17) | 121.02(17) |
C(5)-C(6) | 1.372(2) | C(16)-C(17)-C(12) | 117.89(16) |
C(4)-C(5) | 1.413(3) | C(16)-C(17)-C(8) | 122.84(16) |
C(3)-C(4) | 1.372(3) | C(12)-C(17)-C(8) | 119.26(15) |
C(2)-C(3) | 1.404(2) | N(1)-C(7)-C(8) | 112.34(13) |
N(1)-C(1)-C(2) | 104.29(15) | ||
N(1)-C(1)-C(6) | 132.97(16) | ||
C(2)-C(1)-C(6) | 122.68(16) |
Structure | d(Å) | Angle | ||
---|---|---|---|---|
6a | 0.99(2) | 1.77(2) | 2.7618(19) | 176(2) |
7b | 0.85(3) | 1.85(4) | 149(3) |
Experimental
General
Synthesis
X-ray crystallography
Empirical formula | C17H13N3O |
---|---|
Temperature | 100(2) K |
Formula weight | 275.30 |
Wavelength | 0.7107 Å |
Crystal system | Monoclinic |
Space group | P21/c |
Unit cell dimensions | a = 11.7934(9) Å |
b = 14.3002(14) Å | |
c = 8.4444(8) Å | |
β = 106.243(5)° | |
Volume | 1367.3(2) Å3 |
Z | 4 |
Calculated density | 1.337 g/cm3 |
Absorption coefficient | 0.09 mm-1 |
F(000) | 576 |
Crystal size | 0.36 x 0.12 x 0.07 mm |
θ range for data collection | 2.3 - 23.9o |
Limiting indexes | 0 ≤ h ≤ 14, -17 ≤ k ≤ 0, -10 ≤ l ≤ 10 |
Reflections collected/unique | 9100/2696 [R(int) = 0.0634] |
Completeness to θ = 30.50 | 100% |
Final shift / error, max and avg | 0.002, 0.000 |
Refinement method | Full-matrix least-squares on F2 |
Data / restraints / parameters | 2696/0/194 |
Goodness of fit on F2 | 1.038 |
Final R indices [I >2sigma (I)] | R1 =4.61%, wR2 = 10.58% |
R indices (all data) | R1 = 6.96%, wR2 = 11.41% |
Largest peak and hole | 0.30 and -0.31 e-Å-3 |
Theoretical calculations
Acknowledgements
References and Notes
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Rivera, A.; Duarte, Y.; González-Salas, D.; Ríos-Motta, J.; Zaragoza, G. X-ray and Hydrogen-bonding Properties of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol. Molecules 2009, 14, 1234-1244. https://doi.org/10.3390/molecules14031234
Rivera A, Duarte Y, González-Salas D, Ríos-Motta J, Zaragoza G. X-ray and Hydrogen-bonding Properties of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol. Molecules. 2009; 14(3):1234-1244. https://doi.org/10.3390/molecules14031234
Chicago/Turabian StyleRivera, Augusto, Yorley Duarte, Diego González-Salas, Jaime Ríos-Motta, and Guillermo Zaragoza. 2009. "X-ray and Hydrogen-bonding Properties of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol" Molecules 14, no. 3: 1234-1244. https://doi.org/10.3390/molecules14031234