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. Author manuscript; available in PMC: 2008 Sep 12.
Published in final edited form as: J Org Chem. 2006 Jan 6;71(1):142–149. doi: 10.1021/jo0518809

Table 4.

Crystallographic parameters of anthranilic acid derivatives

compound name 3 7 9 11 15 17 19
formula C14H13NO2 C16H17NO2 C17H19NO2 C19H15NO2 C14H13NO2 C17H19NO2 C21H19NO2
mol wt 227.25 255.31 269.33 289.32 227.25 269.33 317.37
temp (K) 173 183 173 183 173 163 173
system Monoclinic Triclinic Triclinic Monoclinic Triclinic Triclinic Triclinic
space group C2/c P-1 P-1 P21/c P-1 P-1 P-1
a (Å) 11.7804(16) 7.4585(10) 7.4748(12) 5.7231(8) 4.6299(14) 10.9634(7) 10.5769(16)
b (Å) 7.4503(10) 7.5891(10) 9.3856(15) 17.929(2) 8.332(2) 11.7048(7) 11.4108(17)
c (Å) 26.627(3) 13.6653(19) 11.0319(17) 14.4300(19) 15.336(4) 22.9688(14) 14.162(2)
α(°) 90 79.998(2) 106.582(3). 90° 98.466(4) 88.8990(10) 80.856(3)
β(°) 100.168(2) 85.875(2) 91.207(3) 101.064(2) 92.198(4) 89.0970(10) 82.334(3)
γ(°) 90 62.141(2) 99.212(3) 90 101.337(4) 82.0050(10) 84.982(3)
V (Å3) 2300.3(5) 673.42(16) 730.4(2) 1453.2(3) 572.3(3) 2918.0(3) 1668.5(4)
Z 8 2 2 4 2 8 4
ρ (g/cm3) 1.312 1.259 1.225 1.322 1.319 1.226 1.263
θ range (°) 1.55–27.99 1.51–27.99 1.93–28.00 1.83–27.99 2.52–28.00 1.76–28.00 1.95–27.99
index ranges −15 ≤ h ≤ 15 −9 ≤ h ≤ 9 −9 ≤ h ≤ 9 −7 ≤ h ≤ 7 −76≤ h ≤ 6 −14 ≤ h ≤ 14 −13 ≤ h ≤ 13
−9 ≤ k ≤ 9 −9 ≤ k ≤ 10 −12 ≤ k ≤ 12 −23 ≤ k ≤ 22 −10 ≤ k ≤ 11 −15 ≤ k ≤ 15 −14 ≤ k ≤ 14
−35 ≤ l ≤ 34 −17 ≤ l ≤ 18 −14 ≤ l ≤ 14 −18 ≤ l ≤ 19 −20 ≤ l ≤ 19 −30 ≤ l ≤ 29 −18 ≤ l ≤ 18
reflns collected 9959 6018 6614 12467 4861 25329 14927
unique reflns 2714 3054 3338 3401 2552 13122 7547
R(int) 0.0410 0.0282 0.0231 0.0430 0.0211 0.0345 0.0309
refined params 155 174 192 199 155 733 445
GOF on F2 1.020 0.914 1.060 1.027 0.980 1.045 1.032
R1 [I>2σ (I)] 0.0483 0.0462 0.0414 0.0463 0.0442 0.0618 0.0460
wR2 (all data) 0.1409 0.1228 0.1073 0.1127 0.1140 0.2060 0.1154