1-Chloro-4-[2-(4-chloro­phen­yl)eth­yl]benzene and its bromo analogue: crystal structure, Hirshfeld surface analysis and computational chemistry

. 2019 Apr 12;75(Pt 5):624–631. doi: 10.1107/S2056989019004742

Cl1A—C1A	1.7424 (13)	Cl1B—C1B	1.7432 (13)
C1A—C6A	1.3829 (19)	C1B—C2B	1.381 (2)
C1A—C2A	1.3877 (18)	C1B—C6B	1.383 (2)
C2A—C3A	1.3899 (18)	C2B—C3B	1.383 (2)
C2A—H2A	0.9300	C2B—H2B	0.9300
C3A—C4A	1.3928 (19)	C3B—C4B	1.3895 (19)
C3A—H3A	0.9300	C3B—H3B	0.9300
C4A—C5A	1.3952 (18)	C4B—C5B	1.3917 (18)
C4A—C7A	1.5043 (17)	C4B—C7B	1.5079 (18)
C5A—C6A	1.3873 (18)	C5B—C6B	1.3832 (19)
C5A—H5A	0.9300	C5B—H5B	0.9300
C6A—H6A	0.9300	C6B—H6B	0.9300
C7A—C7Aⁱ	1.530 (2)	C7B—C7Bⁱⁱ	1.530 (3)
C7A—H7A1	0.9700	C7B—H7B1	0.9700
C7A—H7A2	0.9700	C7B—H7B2	0.9700

C6A—C1A—C2A	121.37 (12)	C2B—C1B—C6B	121.11 (12)
C6A—C1A—Cl1A	119.51 (10)	C2B—C1B—Cl1B	119.26 (11)
C2A—C1A—Cl1A	119.12 (10)	C6B—C1B—Cl1B	119.63 (10)
C1A—C2A—C3A	118.77 (12)	C3B—C2B—C1B	118.90 (13)
C1A—C2A—H2A	120.6	C3B—C2B—H2B	120.6
C3A—C2A—H2A	120.6	C1B—C2B—H2B	120.6
C2A—C3A—C4A	121.30 (12)	C2B—C3B—C4B	121.62 (13)
C2A—C3A—H3A	119.4	C2B—C3B—H3B	119.2
C4A—C3A—H3A	119.4	C4B—C3B—H3B	119.2
C3A—C4A—C5A	118.28 (12)	C3B—C4B—C5B	117.94 (12)
C3A—C4A—C7A	121.15 (12)	C3B—C4B—C7B	121.02 (12)
C5A—C4A—C7A	120.55 (12)	C5B—C4B—C7B	121.03 (12)
C6A—C5A—C4A	121.33 (12)	C6B—C5B—C4B	121.43 (13)
C6A—C5A—H5A	119.3	C6B—C5B—H5B	119.3
C4A—C5A—H5A	119.3	C4B—C5B—H5B	119.3
C5A—C6A—C1A	118.92 (12)	C5B—C6B—C1B	118.99 (12)
C5A—C6A—H6A	120.5	C5B—C6B—H6B	120.5
C1A—C6A—H6A	120.5	C1B—C6B—H6B	120.5
C4A—C7A—C7Aⁱ	112.14 (13)	C4B—C7B—C7Bⁱⁱ	112.23 (14)
C4A—C7A—H7A1	109.2	C4B—C7B—H7B1	109.2
C7Aⁱ—C7A—H7A1	109.2	C7Bⁱⁱ—C7B—H7B1	109.2
C4A—C7A—H7A2	109.2	C4B—C7B—H7B2	109.2
C7Aⁱ—C7A—H7A2	109.2	C7Bⁱⁱ—C7B—H7B2	109.2
H7A1—C7A—H7A2	107.9	H7B1—C7B—H7B2	107.9

C6A—C1A—C2A—C3A	−0.98 (19)	C6B—C1B—C2B—C3B	−1.0 (2)
Cl1A—C1A—C2A—C3A	178.52 (10)	Cl1B—C1B—C2B—C3B	178.62 (11)
C1A—C2A—C3A—C4A	−0.5 (2)	C1B—C2B—C3B—C4B	0.5 (2)
C2A—C3A—C4A—C5A	1.63 (19)	C2B—C3B—C4B—C5B	0.5 (2)
C2A—C3A—C4A—C7A	−179.71 (12)	C2B—C3B—C4B—C7B	179.08 (13)
C3A—C4A—C5A—C6A	−1.28 (19)	C3B—C4B—C5B—C6B	−1.2 (2)
C7A—C4A—C5A—C6A	−179.95 (12)	C7B—C4B—C5B—C6B	−179.72 (13)
C4A—C5A—C6A—C1A	−0.2 (2)	C4B—C5B—C6B—C1B	0.8 (2)
C2A—C1A—C6A—C5A	1.3 (2)	C2B—C1B—C6B—C5B	0.3 (2)
Cl1A—C1A—C6A—C5A	−178.18 (10)	Cl1B—C1B—C6B—C5B	−179.24 (11)
C3A—C4A—C7A—C7Aⁱ	−83.46 (19)	C3B—C4B—C7B—C7Bⁱⁱ	−83.7 (2)
C5A—C4A—C7A—C7Aⁱ	95.17 (17)	C5B—C4B—C7B—C7Bⁱⁱ	94.75 (19)