Fine Structures of 8-G-1-(𝑝-YC_𝟔H_𝟒C≡CSe)C_𝟏𝟎H_𝟔 (G = H, Cl, and Br) in Crystals and Solutions: Ethynyl Influence and Y- and G-Dependences

Table 1

Selected bond distances, angles, and torsional angles around Se atom, observed in 𝟏 and 𝟐^(a).

	1a A	1a B	1b	1c	1e	1f	1g
r(Se1, C1) (Å)	1.9321(19)1.9315(15)	1.9243(18)^(b)	1.936(2)	1.933(2)	1.935(2)	1.9335(19)
r(Se1, C11) (Å)	1.8406(18)1.8233(15)	1.8381(19)^(c)	1.847(2)	1.844(2)	1.829(3)	1.825(2)
∠C1Se1C11 (^˚)	98.07(7)	99.68(8)^(d)	98.46(9)	99.07(10)	98.92(11)	98.93(9)	98.41(6)
∠C2C1Se1 (^˚)	117.37(14)122.17(11)	116.77(15)^(e)	117.61(16)	117.61(17)	121.26(19)	122.02(15)
∠C10C1Se1 (^˚)	121.12(13)116.44(11)	121.74(14)^(f)	120.89(15)	120.84(17)	116.86(18)	116.32(14)
∠C10C1Se1C11 (^˚)	60.64(15)171.42(11)	62.36(15)^(g)	–79.69(17)	–78.92(19)	–169.24(19)	171.59(15)
∠C1Se1C13C14 (^˚)	–54.80	–135.72^(h)	–58.78	126.88	–123.63	176.47	2.61
Structure	(A: pd)	(A: np)^(i)	(A: pd)	(A: pd)	(B: pd)	(B: pl)	(B: pl)
	2b		2e		2g
r(Se1, Cl1) (Å)	2.9495(16)		2.9753(17)		2.9454(15)
r(Se1, C1) (Å)	1.946(4)		1.9458(18)		1.945(2)
r(Se1, C11) (Å)	1.831(5)		1.8383(19)		1.829(2)
r(Cl1, C9) (Å)	1.749(4)		1.7443(18)		1.744(2)
∠Cl1Se1C11 (°)	179.18(15)		165.51(17)		175.70(15)
∠Se1C11C12 (°)	167.2(4)		173.07(17)		170.6(2)
∠C1Se1C11 (°)	99.7(2)		98.47(8)		99.32(10)
∠C2C1Se1 (°)	118.0(3)		117.64(14)		117.70(17)
∠C10C1Se1 (°)	121.7(3)		122.39(13)		122.21(16)
∠C10C1Se1C11 (°)	170.5(3)		–164.16(15)		171.80(19)
∠C1Se1C13C14 (°)	104.41(6)		102.59(8)		3.68(7)
Structure	(B: pd)		(B: pd)		(B: pl)

^(a) The atomic numbering scheme is shown for 1b in Figure 1, as an example. ^(b) r(Se2, C19). ^(c) r(Se2, C29). ^(d) ∠C19SeC29. ^(e) ∠C20C19Se2. ^(f) ∠C28C19Se2. ^(g) ∠C28C19Se2C29. ^(h) ∠C19Se2C31C32. ⁽ⁱ⁾ Intermediate structure between (A: pd) and (A: pl).