Crystal structure and Hirshfeld surface analysis of (2E,2′E)-1,1′-[seleno­bis­(4,1-phenyl­ene)]bis­[3-(4-chloro­phen­yl)prop-2-en-1-one]

Bouraoui, H.; Mechehoud, Y.; Chetioui, S.; Touzani, R.; Medjani, M.; Benmilat, A.; Boudjada, A.

doi:10.1107/S2056989019014038

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-1,1′-[selenobis(4,1-phenylene)]bis[3-(4-chlorophenyl)prop-2-en-1-one]

H. Bouraoui, Y. Mechehoud, S. Chetioui, R. Touzani, M. Medjani, A. Benmilat and A. Boudjada

In the title organoselenium compound, the C—Se—C angle is 99.0 (2)°, with the dihedral angle between the planes of the attached benzene rings being 79.1 (3)°.

Keywords: crystal structure; organoselenium; selenium; Hirshfeld surface analysis.

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Supporting information

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989019014038/su5517sup1.cif
Contains datablocks Global, I

CCDC reference: 1959404

checkCIF report

Key indicators

Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.009 Å
R factor = 0.038
wR factor = 0.074
Data-to-parameter ratio = 11.6

checkCIF/PLATON results

No syntax errors found



Alert level A
DIFF019_ALERT_1_A  _diffrn_standards_number is missing
            Number of standards used in measurement.
DIFF020_ALERT_1_A  _diffrn_standards_interval_count and
            _diffrn_standards_interval_time are missing. Number of measurements
            between standards or time (min) between standards.
DIFF022_ALERT_1_A  _diffrn_standards_decay_% is missing
            Percentage decrease in standards intensity.

Alert level C
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        Se1 Check
PLAT341_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00875 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H19      ..O2       .       2.63 Ang.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1 Note
              C30 H20 Cl2 O2 Se

Alert level G
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check

   3 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   4 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   2 ALERT level G = General information/check it is not something unexpected

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO (Agilent, 2013); data reduction: CrysAlis PRO (Agilent, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL2018 (Sheldrick, 2015), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

(2E,2'E)-1,1'-[Selenobis(4,1-phenylene)]bis[3-(4-chlorophenyl)prop-2-en-1-one] top

Crystal data top

C₃₀H₂₀Cl₂O₂Se	Z = 1
M_r = 562.32	F(000) = 284
Triclinic, P1	D_x = 1.522 Mg m⁻³
a = 4.9468 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 5.8712 (6) Å	Cell parameters from 1538 reflections
c = 21.3530 (18) Å	θ = 3.9–28.9°
α = 85.019 (8)°	µ = 1.77 mm⁻¹
β = 84.094 (6)°	T = 293 K
γ = 86.465 (7)°	Prism, yellow
V = 613.68 (9) Å³	0.03 × 0.02 × 0.01 mm

Data collection top

Agilent Technologies Xcalibur Eos diffractometer	R_int = 0.030
Graphite monochromator	θ_max = 28.0°, θ_min = 2.9°
ω scans	h = −6→6
5341 measured reflections	k = −7→5
3672 independent reflections	l = −28→28
2465 reflections with I > 2σ(I)

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.038	H-atom parameters constrained
wR(F²) = 0.074	w = 1/[σ²(F_o²) + (0.0181P)²] where P = (F_o² + 2F_c²)/3
S = 0.81	(Δ/σ)_max < 0.001
3672 reflections	Δρ_max = 0.41 e Å⁻³
317 parameters	Δρ_min = −0.32 e Å⁻³
3 restraints	Absolute structure: Refined as an inversion twin
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.002 (11)

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component inversion twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Se1	0.41094 (7)	0.32993 (9)	0.51703 (4)	0.0688 (2)
Cl1	2.5172 (3)	0.7697 (3)	0.08312 (8)	0.0590 (4)
Cl2	2.0618 (3)	−0.0037 (3)	0.97993 (8)	0.0649 (5)
O1	1.4087 (9)	−0.1409 (9)	0.3126 (3)	0.0780 (15)
O2	0.9496 (10)	0.8409 (8)	0.7498 (2)	0.0823 (16)
C1	0.7186 (10)	0.2486 (11)	0.4597 (3)	0.0479 (15)
C2	0.8352 (11)	0.0295 (12)	0.4605 (3)	0.0615 (18)
H1	0.768523	−0.081384	0.490939	0.074*
C3	1.0483 (12)	−0.0293 (12)	0.4171 (3)	0.0593 (17)
H2	1.122475	−0.178850	0.418221	0.071*
C4	1.1520 (10)	0.1346 (11)	0.3718 (3)	0.0444 (14)
C5	1.0451 (11)	0.3551 (11)	0.3723 (3)	0.0503 (16)
H3	1.120388	0.468932	0.343979	0.060*
C6	0.8227 (12)	0.4092 (12)	0.4153 (3)	0.0553 (18)
H4	0.744240	0.557370	0.413526	0.066*
C7	1.3680 (11)	0.0604 (11)	0.3220 (3)	0.0507 (15)
C8	1.5292 (10)	0.2372 (11)	0.2840 (3)	0.0461 (15)
H5	1.522998	0.383771	0.297588	0.055*
C9	1.6809 (10)	0.1939 (11)	0.2315 (3)	0.0457 (15)
H6	1.666213	0.051207	0.216721	0.055*
C10	1.8698 (9)	0.3462 (10)	0.1941 (3)	0.0439 (14)
C11	2.0024 (10)	0.2799 (11)	0.1368 (3)	0.0499 (15)
H7	1.958306	0.143756	0.122056	0.060*
C12	2.1960 (11)	0.4092 (11)	0.1015 (3)	0.0534 (16)
H8	2.277520	0.364813	0.062900	0.064*
C13	2.2653 (10)	0.6084 (11)	0.1255 (3)	0.0464 (15)
C14	2.1353 (11)	0.6771 (12)	0.1810 (3)	0.0479 (15)
H9	2.180794	0.813002	0.195644	0.057*
C15	1.9411 (10)	0.5512 (11)	0.2153 (3)	0.0484 (15)
H10	1.855730	0.601551	0.252860	0.058*
C16	0.5992 (10)	0.4225 (11)	0.5837 (3)	0.0498 (16)
C17	0.7975 (12)	0.2824 (11)	0.6111 (3)	0.0577 (18)
H11	0.848615	0.141757	0.595285	0.069*
C18	0.9211 (12)	0.3470 (11)	0.6615 (3)	0.0542 (16)
H12	1.051962	0.248547	0.679406	0.065*
C19	0.8519 (11)	0.5582 (11)	0.6859 (3)	0.0457 (14)
C20	0.6508 (12)	0.6967 (12)	0.6588 (3)	0.0580 (17)
H13	0.596947	0.836179	0.675061	0.070*
C21	0.5295 (10)	0.6326 (11)	0.6087 (3)	0.0509 (15)
H14	0.398311	0.731000	0.590920	0.061*
C22	0.9847 (12)	0.6393 (11)	0.7381 (3)	0.0540 (16)
C23	1.1622 (12)	0.4833 (11)	0.7744 (3)	0.0510 (16)
H15	1.186238	0.331934	0.764354	0.061*
C24	1.2909 (10)	0.5463 (11)	0.8210 (3)	0.0499 (15)
H16	1.258745	0.697969	0.830360	0.060*
C25	1.4776 (10)	0.4073 (10)	0.8597 (3)	0.0453 (14)
C26	1.5525 (11)	0.4873 (11)	0.9142 (3)	0.0574 (17)
H17	1.481261	0.629389	0.925872	0.069*
C27	1.7295 (11)	0.3629 (12)	0.9516 (3)	0.0553 (16)
H18	1.775600	0.419691	0.988224	0.066*
C28	1.8357 (10)	0.1557 (11)	0.9342 (3)	0.0505 (16)
C29	1.7647 (11)	0.0694 (11)	0.8801 (3)	0.0529 (17)
H19	1.836285	−0.073216	0.868869	0.063*
C30	1.5893 (10)	0.1942 (10)	0.8431 (3)	0.0522 (16)
H20	1.544135	0.136366	0.806609	0.063*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Se1	0.0439 (3)	0.1060 (6)	0.0592 (4)	−0.0158 (3)	0.0067 (3)	−0.0279 (4)
Cl1	0.0504 (8)	0.0624 (11)	0.0618 (11)	−0.0106 (7)	0.0025 (7)	0.0047 (9)
Cl2	0.0606 (9)	0.0696 (12)	0.0622 (11)	0.0083 (9)	−0.0051 (8)	−0.0008 (10)
O1	0.101 (4)	0.052 (3)	0.075 (4)	−0.015 (3)	0.031 (3)	−0.013 (3)
O2	0.130 (4)	0.054 (3)	0.068 (3)	0.025 (3)	−0.035 (3)	−0.024 (3)
C1	0.038 (3)	0.067 (5)	0.042 (4)	−0.014 (3)	−0.004 (2)	−0.013 (3)
C2	0.061 (4)	0.075 (5)	0.047 (4)	−0.024 (4)	0.017 (3)	−0.010 (4)
C3	0.066 (4)	0.053 (4)	0.057 (5)	−0.020 (3)	0.011 (3)	−0.004 (4)
C4	0.040 (3)	0.060 (4)	0.036 (3)	−0.012 (3)	−0.003 (2)	−0.014 (3)
C5	0.057 (4)	0.059 (4)	0.033 (4)	−0.009 (3)	0.004 (3)	−0.002 (3)
C6	0.051 (4)	0.061 (5)	0.057 (5)	−0.010 (3)	−0.004 (3)	−0.019 (4)
C7	0.056 (3)	0.054 (4)	0.043 (4)	−0.016 (3)	0.007 (3)	−0.013 (3)
C8	0.046 (3)	0.053 (4)	0.039 (4)	−0.007 (3)	0.006 (3)	−0.016 (3)
C9	0.041 (3)	0.050 (4)	0.046 (4)	0.002 (3)	−0.004 (3)	−0.002 (3)
C10	0.039 (3)	0.048 (4)	0.045 (3)	0.003 (3)	0.000 (2)	−0.010 (3)
C11	0.060 (4)	0.046 (4)	0.045 (4)	−0.002 (3)	0.002 (3)	−0.017 (3)
C12	0.056 (4)	0.063 (5)	0.040 (4)	−0.012 (3)	0.012 (3)	−0.011 (3)
C13	0.037 (3)	0.056 (4)	0.042 (3)	0.007 (3)	−0.003 (2)	0.012 (3)
C14	0.053 (3)	0.050 (4)	0.040 (4)	−0.003 (3)	−0.001 (3)	−0.004 (3)
C15	0.048 (3)	0.059 (4)	0.038 (3)	0.002 (3)	0.002 (3)	−0.013 (3)
C16	0.036 (3)	0.062 (4)	0.050 (4)	−0.019 (3)	0.013 (3)	−0.010 (3)
C17	0.061 (4)	0.047 (4)	0.065 (5)	−0.003 (3)	0.007 (3)	−0.016 (4)
C18	0.064 (4)	0.053 (4)	0.045 (4)	−0.008 (3)	0.006 (3)	−0.012 (3)
C19	0.049 (3)	0.050 (4)	0.036 (3)	−0.003 (3)	0.006 (3)	−0.005 (3)
C20	0.064 (4)	0.059 (4)	0.049 (4)	0.002 (3)	0.009 (3)	−0.014 (3)
C21	0.045 (3)	0.060 (4)	0.047 (4)	0.000 (3)	0.003 (3)	−0.009 (3)
C22	0.066 (4)	0.054 (4)	0.037 (3)	0.016 (3)	0.004 (3)	−0.003 (3)
C23	0.075 (4)	0.038 (4)	0.039 (4)	−0.003 (3)	0.004 (3)	−0.002 (3)
C24	0.056 (3)	0.049 (4)	0.042 (3)	0.002 (3)	0.006 (3)	−0.004 (3)
C25	0.045 (3)	0.046 (4)	0.044 (4)	−0.005 (3)	0.006 (3)	−0.009 (3)
C26	0.059 (4)	0.052 (4)	0.061 (5)	0.000 (3)	0.006 (3)	−0.015 (4)
C27	0.050 (3)	0.069 (5)	0.047 (4)	0.008 (3)	−0.002 (3)	−0.019 (3)
C28	0.040 (3)	0.059 (4)	0.049 (4)	−0.002 (3)	0.006 (3)	0.001 (3)
C29	0.060 (4)	0.042 (4)	0.057 (4)	0.016 (3)	−0.012 (3)	−0.012 (3)
C30	0.056 (3)	0.052 (4)	0.050 (4)	−0.004 (3)	−0.002 (3)	−0.020 (3)

Geometric parameters (Å, º) top

Se1—C1	1.916 (5)	C14—C15	1.362 (8)
Se1—C16	1.913 (6)	C14—H9	0.9300
Cl1—C13	1.741 (6)	C15—H10	0.9300
Cl2—C28	1.737 (6)	C16—C17	1.385 (8)
O1—C7	1.217 (7)	C16—C21	1.396 (8)
O2—C22	1.229 (7)	C17—C18	1.383 (9)
C1—C2	1.376 (8)	C17—H11	0.9300
C1—C6	1.364 (8)	C18—C19	1.396 (8)
C2—C3	1.377 (8)	C18—H12	0.9300
C2—H1	0.9300	C19—C20	1.387 (7)
C3—C4	1.386 (8)	C19—C22	1.477 (8)
C3—H2	0.9300	C20—C21	1.371 (8)
C4—C5	1.368 (8)	C20—H13	0.9300
C4—C7	1.500 (7)	C21—H14	0.9300
C5—C6	1.398 (8)	C22—C23	1.459 (7)
C5—H3	0.9300	C23—C24	1.325 (8)
C6—H4	0.9300	C23—H15	0.9300
C7—C8	1.482 (8)	C24—C25	1.466 (7)
C8—C9	1.317 (8)	C24—H16	0.9300
C8—H5	0.9300	C25—C26	1.383 (8)
C9—C10	1.462 (8)	C25—C30	1.395 (7)
C9—H6	0.9300	C26—C27	1.380 (8)
C10—C11	1.401 (7)	C26—H17	0.9300
C10—C15	1.400 (8)	C27—C28	1.361 (8)
C11—C12	1.380 (7)	C27—H18	0.9300
C11—H7	0.9300	C28—C29	1.387 (8)
C12—C13	1.392 (8)	C29—C30	1.369 (7)
C12—H8	0.9300	C29—H19	0.9300
C13—C14	1.369 (8)	C30—H20	0.9300

C1—Se1—C16	99.0 (2)	C17—C16—C21	117.4 (6)
C2—C1—C6	118.2 (5)	C17—C16—Se1	122.2 (5)
C2—C1—Se1	122.1 (5)	C21—C16—Se1	120.3 (5)
C6—C1—Se1	119.7 (5)	C18—C17—C16	121.4 (6)
C1—C2—C3	121.5 (6)	C18—C17—H11	119.3
C1—C2—H1	119.2	C16—C17—H11	119.3
C3—C2—H1	119.2	C17—C18—C19	120.8 (6)
C2—C3—C4	120.0 (6)	C17—C18—H12	119.6
C2—C3—H2	120.0	C19—C18—H12	119.6
C4—C3—H2	120.0	C20—C19—C18	117.6 (6)
C5—C4—C3	119.0 (5)	C20—C19—C22	119.4 (6)
C5—C4—C7	122.4 (5)	C18—C19—C22	123.0 (6)
C3—C4—C7	118.5 (6)	C21—C20—C19	121.5 (6)
C4—C5—C6	120.0 (6)	C21—C20—H13	119.3
C4—C5—H3	120.0	C19—C20—H13	119.3
C6—C5—H3	120.0	C20—C21—C16	121.3 (6)
C1—C6—C5	121.2 (6)	C20—C21—H14	119.4
C1—C6—H4	119.4	C16—C21—H14	119.4
C5—C6—H4	119.4	O2—C22—C19	119.4 (6)
O1—C7—C8	120.5 (6)	O2—C22—C23	120.2 (6)
O1—C7—C4	120.7 (6)	C19—C22—C23	120.4 (6)
C8—C7—C4	118.7 (6)	C24—C23—C22	123.3 (6)
C9—C8—C7	122.3 (6)	C24—C23—H15	118.3
C9—C8—H5	118.9	C22—C23—H15	118.3
C7—C8—H5	118.9	C23—C24—C25	128.2 (6)
C8—C9—C10	127.0 (6)	C23—C24—H16	115.9
C8—C9—H6	116.5	C25—C24—H16	115.9
C10—C9—H6	116.5	C26—C25—C30	117.6 (5)
C11—C10—C15	117.6 (6)	C26—C25—C24	120.2 (6)
C11—C10—C9	119.8 (6)	C30—C25—C24	122.2 (6)
C15—C10—C9	122.5 (6)	C27—C26—C25	122.1 (6)
C12—C11—C10	122.4 (6)	C27—C26—H17	118.9
C12—C11—H7	118.8	C25—C26—H17	118.9
C10—C11—H7	118.8	C28—C27—C26	119.0 (6)
C13—C12—C11	117.8 (6)	C28—C27—H18	120.5
C13—C12—H8	121.1	C26—C27—H18	120.5
C11—C12—H8	121.1	C27—C28—C29	120.6 (5)
C12—C13—C14	120.5 (6)	C27—C28—Cl2	120.1 (5)
C12—C13—Cl1	118.7 (5)	C29—C28—Cl2	119.3 (5)
C14—C13—Cl1	120.8 (6)	C30—C29—C28	120.0 (6)
C15—C14—C13	121.6 (7)	C30—C29—H19	120.0
C15—C14—H9	119.2	C28—C29—H19	120.0
C13—C14—H9	119.2	C29—C30—C25	120.7 (6)
C14—C15—C10	120.1 (6)	C29—C30—H20	119.7
C14—C15—H10	120.0	C25—C30—H20	119.7
C10—C15—H10	120.0

C6—C1—C2—C3	−1.1 (9)	C21—C16—C17—C18	0.4 (9)
Se1—C1—C2—C3	176.9 (5)	Se1—C16—C17—C18	−176.5 (5)
C1—C2—C3—C4	0.7 (10)	C16—C17—C18—C19	−0.9 (10)
C2—C3—C4—C5	2.0 (9)	C17—C18—C19—C20	1.6 (9)
C2—C3—C4—C7	−174.9 (6)	C17—C18—C19—C22	−177.7 (6)
C3—C4—C5—C6	−4.2 (9)	C18—C19—C20—C21	−2.0 (9)
C7—C4—C5—C6	172.5 (6)	C22—C19—C20—C21	177.4 (5)
C2—C1—C6—C5	−1.3 (9)	C19—C20—C21—C16	1.5 (9)
Se1—C1—C6—C5	−179.3 (5)	C17—C16—C21—C20	−0.7 (8)
C4—C5—C6—C1	4.0 (10)	Se1—C16—C21—C20	176.2 (4)
C5—C4—C7—O1	−160.6 (6)	C20—C19—C22—O2	−12.2 (9)
C3—C4—C7—O1	16.1 (9)	C18—C19—C22—O2	167.1 (6)
C5—C4—C7—C8	18.7 (8)	C20—C19—C22—C23	169.6 (6)
C3—C4—C7—C8	−164.5 (5)	C18—C19—C22—C23	−11.1 (9)
O1—C7—C8—C9	13.7 (10)	O2—C22—C23—C24	0.5 (10)
C4—C7—C8—C9	−165.7 (5)	C19—C22—C23—C24	178.8 (5)
C7—C8—C9—C10	−172.9 (5)	C22—C23—C24—C25	−178.6 (5)
C8—C9—C10—C11	−175.5 (6)	C23—C24—C25—C26	−167.4 (6)
C8—C9—C10—C15	9.4 (8)	C23—C24—C25—C30	13.7 (9)
C15—C10—C11—C12	−0.3 (8)	C30—C25—C26—C27	−0.5 (9)
C9—C10—C11—C12	−175.6 (5)	C24—C25—C26—C27	−179.4 (5)
C10—C11—C12—C13	2.1 (8)	C25—C26—C27—C28	0.6 (10)
C11—C12—C13—C14	−2.9 (8)	C26—C27—C28—C29	−0.8 (9)
C11—C12—C13—Cl1	177.9 (4)	C26—C27—C28—Cl2	179.3 (5)
C12—C13—C14—C15	1.9 (9)	C27—C28—C29—C30	0.9 (9)
Cl1—C13—C14—C15	−178.9 (4)	Cl2—C28—C29—C30	−179.2 (5)
C13—C14—C15—C10	0.0 (8)	C28—C29—C30—C25	−0.8 (9)
C11—C10—C15—C14	−0.8 (8)	C26—C25—C30—C29	0.6 (9)
C9—C10—C15—C14	174.4 (5)	C24—C25—C30—C29	179.5 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C29—H19···O2ⁱ	0.93	2.63	3.218 (8)	122

Symmetry code: (i) x+1, y−1, z.

Relative percentage contributions of the close contacts to the Hirshfeld surface of the title compound. top

Contact	Percentage contribution
H···H	36.0
C···H/H···C	17.7
O···H/H···O	11.5
Cl···H/H···Cl	11.0
C···C	10.5
C···Cl	4.3
C···Se	3.5
Se···H/H···Se	2.8
Cl···Cl	2.4
C···O	0.3

Short contacts (Å) in the crystal of the title compound. top

Atom 1	Atom 2	Length (Å)	Length-VdW (Å)
H3	H10ⁱ	2.498	0.098
O2	H19ⁱⁱ	2.632	-0.088
H12	O2ⁱⁱⁱ	2.759	0.039
O1	H3ⁱⁱⁱ	2.770	0.050
O2	H20ⁱⁱ	2.818	0.098
H2	C6ⁱⁱⁱ	2.922	0.022
C3	H4ⁱⁱ	2.943	0.043
H3	C15ⁱ	2.964	0.064
O2	C29ⁱⁱ	3.217	-0.003
O2	C30ⁱⁱ	3.314	0.094
C5	C8ⁱ	3.461	0.061
Se1	C17ⁱ	3.475	-0.125
C20	C23ⁱ	3.480	0.080
Cl2	Cl1^iv	3.549	0.049

Symmetry codes: (i) x-1, y, z; (ii) x - 1, y + 1, z; (iii) x, y - 1, z; (iv) x - 1, y - 1, z + 1.

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Crystal structure and Hirshfeld surface analysis of (2E,2′E)-1,1′-[seleno­bis­(4,1-phenyl­ene)]bis­[3-(4-chloro­phen­yl)prop-2-en-1-one]

Supporting information

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checkCIF/PLATON results

Crystal structure and Hirshfeld surface analysis of (2E,2′E)-1,1′-[selenobis(4,1-phenylene)]bis[3-(4-chlorophenyl)prop-2-en-1-one]