Appendix Aa- Phenyl Tetrazole (I )

Appendix A

Appendix Aa- Phenyl Tetrazole (I)

Appendix Ab- 5(2-chlorophenyl) tetrazole (II)

Appendix A c- 5(4-hydroxyphenyl) tetrazole (IV)

Appendix A d- 5(4-methoxyphenyl) tetrazole (V)

Appendix A e- 5(4-nitrophenyl)tetrazole (VI)

Appendix A FigThe ORTEP drawings of preparedtetrazoles

Appendix BTable Crystallographic and Experimental data of compounds I, II, IV, V and VI

Compound / I / II / IV / V / VI
empirical formula / C7H6N4 / C7H5ClN4 / C7H6N4O / C10H8N4O / C7H5N5O2
formula weight /g mol-1 / 146.14 / 180.60 / 162.16 / 176.18 / 191.16
T/K / 293 (2) / 293(2) / 293(2) / 293(2) / 293(2)
crystal size/mm / 0.5x0.4x0.14 / 0.5x0.28x0.14 / 0.5x0.44x0.16 / 0.50x0.50x0.50 / 0.40x0.18x0.08
crystal system / Monoclinic / Monoclinic / Monoclinic / Monoclinic / Monoclinic
space group / P21/c / P21/n / P21/c / P21/n / P21/c
a /Å / 4.3300(4) / 3.9244(3) / 3.7422(4) / 7.1760(10) / 7.3812(4)
b /Å / 10.9262(9) / 18.4150(10) / 16.8740(2) / 11.6740(10) / 7.7928(4)
c /Å / 15.1500(10) / 10.6991(8) / 11.3170(10) / 10.3290(10) / 14.14018(8)
alpha / 90.00 / 90.00 / 90.00 / 90.00 / 90.00
Beta / 97.275(8) / 91.480(7) / 96.432(9) / 105.360(10) / 91.680(5)
Gamma / 90.00 / 90.00 / 90.00 / 90.00 / 90.00
V /Å3 / 710.98(4) / 772.94(9) / 710.12(13) / 834.38(16) / 812.99(8)
Z / 4 / 4 / 4 / 4 / 4
Calc. density /g cm-3 / 1.365 / 1.552 / 1.517 / 1.403 / 1.562
µ /mm-1 / 0.092 / 0.435 / 0.110 / 0.100 / 0.121
F (000) / 304 / 364 / 336 / 368 / 392
Tmin-Tmax / 0.9557-0.9873 / 0.8120-0.9416 / 0.9471-0.9826 / 0.9519-0.9519 / 0.9531-0.9904
ϴ range /  / 3.29-26.36 / 2.92-26.37 / 3.02-26.37 / 3.11-26.36 / 2.76-26.37
index ranges / -5<=h<=4,
- 13<=k<=7,
-18<=l<=16 / -4<=h<=4,
-21<=k<=22,
-13<=l<=13 / -4<=h<=3,
-20<=k<=21,
-10<=l<=14 / -4<=h<=8,
-13<=k<=14,
-12<=l<=12 / -9<=h<=7,
-9<=k<=9,
-17<=l<=17
reflections collected / 1453 / 1522 / 1451 / 1690 / 1661
reflections unique / 1067 / 1324 / 1265 / 1203 / 1148
R1, wR2 (2ó) / 0.0365
0.0902 / 0.0353
0.0819 / 0.0373
0.0896 / 0.0542
0.1458 / 0.0393
0.0868
R1, wR2 (all) / 0.0560, 0.1012 / 0.0446
0.0881 / 0.0433
0.0933 / 0.0751
0.1653 / 0.0681
0.1012
data / parameters / 1453/101 / 1562/110 / 1451/113 / 1690/118 / 1661/128
GOOF of F2 / 1.031 / 1.092 / 1.091 / 1.031 / 1.037
largest difference peak hole /e Å-3 / 0.118
-0.111 / 0.256
-0.226 / 0.214
-0.169 / 0.234
-0.206 / 0.135
-0.140

Appendix CTable Selected bond lenght and angle values

Compound / Bond Length/Å / Bond Angles/°
1-phenyl-1H-tetrazole (I) / C7 N4 1.3020(18)
C7 N1 1.3237(17)
N1 N2 1.3440(15)
N2 N3 1.2862(17)
N3 N4 1.3474(17)
C1 N1 1.4319(16) / C6 C1 N1 119.34(12)
C2 C1 N1 119.65(11)
N4 C7 N1 110.30(13)
C7 N1 N2 106.98(11)
C7 N1 C1 131.21(12)
N2 N1 C1 121.80(11)
N3 N2 N1 106.80(12)
N2 N3 N4 110.87(12)
C7 N4 N3 105.04(12)
1(2-chlorophenyl)-1H-tetrazole (II) / C1 Cl1 1.7283(19)
C6 N1 1.435(2)
C7 N4 1.305(2)
C7 N1 1.329(2)
N1 N2 1.354(2)
N2 N3 1.291(2)
N3 N4 1.353(2) / C2 C1 Cl1 119.47(15)
C6 C1 Cl1 121.17(14)
C1 C6 N1 121.25(16)
N4 C7 N1 110.11(17)
C7 N1 N2 107.26(15)
C7 N1 C6 132.14(15)
N2 N1 C6 120.46(14)
N3 N2 N1 106.34(15)
N2 N3 N4 111.10(16)
C7 N4 N3 105.19(16)
1(4-hydroxyphenyl)-1H-tetrazole (IV) / C1 O1 1.3667(16)
C4 N1 1.4358(16)
C7 N4 1.3101(19)
C7 N1 1.3257(18)
N1 N2 1.3507(16)
N2 N3 1.2874(17)
N3 N4 1.3572(18) / N4 C7 N1 109.25(13)
C7 N1 N2 107.87(11)
C7 N1 C4 130.05(12)
N2 N1 C4 122.03(11)
N3 N2 N1 106.67(12)
N2 N3 N4 110.45(12)
C7 N4 N3 105.75(12)
C1 O1 H1A 111.0(12)
1(4-methoxyphenyl)-1H-tetrazole (V) / C1 O1 1.370(2)
C4 N1 1.430(2)
C8 O1 1.426(2)
N1 N2 1.349(2)
N2 N4 1.292(2)
N3 N4 1.351(3)
C7 N3 1.313(3)
C7 N1 1.334(2) / C7 N1 N2 107.02(16)
C7 N1 C4 130.71(16)
N2 N1 C4 122.26(16)
N4 N2 N1 106.57(16)
C7 N3 N4 104.62(18)
N2 N4 N3 111.47(17)
C1 O1 C8 117.74(16)
N3 C7 N1 110.31(19)
1(4-nitrophenyl)-1H-tetrazole (VI) / C1 N5 1.469(2)
C4 N1 1.4276(19)
C7 N4 1.301(2)
C7 N1 1.328(2)
C7 H7A 0.9300
N1 N2 1.3492(19)
N2 N3 1.288(2)
N3 N4 1.353(2)
N5 O2 1.209(2)
N5 O1 1.212(2) / C7 N1 N2 107.31(14)
C7 N1 C4 131.49(14)
N2 N1 C4 121.20(13)
N3 N2 N1 106.52(14)
N2 N3 N4 110.84(14)
C7 N4 N3 105.38(14)
O2 N5 O1 123.16(17)
O2 N5 C1 118.20(16)
O1 N5 C1 118.64(16)
N4 C7 N1 109.95(16)

AppendixD

(II) ( IX)

(III) (X)

(IV) (XI)

(V) (XII)

AppendixDFigure Optimized molecular structure 1(2-chlorophenyl)-1H-tetrazole (II), 1(4-chlorophenyl)-1H-tetrazole (III), 1(4-hydroxyphenyl)-1H-tetrazole (IV), 1(4-methoxyphenyl)-1H-tetrazole (V), 2-chlorophenyl-isonitrile (IX), 4-chlorophenyl-isonitrile (X),4-hydroxyphenyl-isonitrile (XI) and 4-methoxyphenyl-isonitrile (XII).

AppendixE

AppendixE Table Literaturevaluesforatomic ΔH°f298 / kjmol-1

NIST /kjmol-1
H / 217.99
C / 716.72
N / 472.79
O / 249.37
Cl / 120.92