Table 3. Summary of Average Bond Angles and Distances of Triazolylidenes 7′a–k (n = 1); 8′a–c, 8′i, 8′k (n = 2); 9′a–c, 9′k (n = 3) Obtained from DFT Calculation (M062X).

	triazolyl carbene: calculated average angles and distancesb
		n = 1	n = 2	n = 3	n = 1 vs n = 2c	n = 2 vs n = 3d
bond angle (deg)a	CβC5N4	111.1 [0.0]	122.9 [0.0]	124.5 [0.1]	11.9	1.6
	C5N4Cα	112.7 [0.1]	124.1 [0.1]	124.7 [0.1]	11.5	0.5
	N4C5N1	110.9 [0.1]	110.1 [0.1]	110.0 [0.1]	–0.8	–0.1
	C3N4C5	111.6 [0.1]	110.8 [0.2]	110.8 [0.1]	–0.8	0.0
	N1N2C3	115.9 [0.3]	115.4 [0.3]	115.3 [0.3]	–0.5	–0.1
	N2C3N4	99.6 [0.2]	100.5 [0.2]	100.6 [0.3]	0.9	0.1
	C5N1N2	102.1 [0.2]	103.2 [0.3]	103.3 [0.3]	1.1	0.2
distance (Å)	C3H2e	2.92 [0.00]	2.69 [0.00]	2.53 [0.00]	–0.22	–0.16
	C3H3e	3.05 [0.00]	2.91 [0.00]	3.18 [0.00]	–0.14	0.28
torsion angle (deg)	N1C3CαH2e	50.6 [0.1]	42.1 [0.3]	2.9 [0.3]	–8.5	–39.2
	N1C3CαH3e	85.4 [0.1]	82.6 [0.2]	121.5 [0.3]	–2.7	38.8

^aAverage of bond angle values obtained by DFT calculation (M062X) for triazolylidenes 7′a–k (n = 1); 8′a–c, 8′i, 8′k (n = 2); 9′a–c, 9′k (n = 3).

^bStandard deviation of average values is shown in square brackets.

^cDifference = Average(n = 2) – Average(n = 1).

^dDifference = Average(n = 3) – Average(n = 2).

^eThe C^α hydrogens with the shorter and longer distances from C³ are labeled as H² and H³, respectively.