3-Ethyl-5,5-di­phenyl­imidazolidine-2,4-dione

Guerrab, W.; Akrad, R.; Ansar, M.; Taoufik, J.; Mague, J.T.; Ramli, Y.

doi:10.1107/S2414314617015917

organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 2| Part 11| November 2017| x171591

https://doi.org/10.1107/S2414314617015917

Open

access

3-Ethyl-5,5-diphenylimidazolidine-2,4-dione

Walid Guerrab,^a ^* Rachida Akrad,^a Mhammed Ansar,^a Jamal Taoufik,^a Joel T. Mague ^b and Youssef Ramli ^a

^aLaboratory of Medicinal Chemistry, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, Morocco, and ^bDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USA
^*Correspondence e-mail: gerrab_walid@yahoo.com

Edited by J. Simpson, University of Otago, New Zealand (Received 29 October 2017; accepted 1 November 2017; online 7 November 2017)

In the title molecule, C₁₇H₁₆N₂O₂, the phenyl rings attached at the 5-position of the imidazolidine-2,4-dione ring are inclined to the five-membered ring by 60.03 (5) and 63.04 (5)°. In the crystal, N—H⋯O and C—H⋯O hydrogen bonds form chains along the a-axis direction, which are connected in pairs by additional C—H⋯O hydrogen bonds. The chains are tied together by C—H⋯π(ring) interactions.

Keywords: crystal structure; hydrogen bond; imidazolidinedione; C—H⋯π(ring) interactions.

CCDC reference: 1583393

Structure description

As part of our ongoing studies of 5,5-diphenylimidazolidine-2,4-dione derivatives (Ramli et al., 2017a ,b ; Akrad et al. 2017 ; Guerrab et al. 2017 ), the title compound was prepared and its crystal structure is reported here.

In the title molecule, Fig. 1, the imidazolidine-2,4-dione ring has two phenyl rings attached at the 5-position. These are inclined to the five-membered ring by 60.03 (5) (C6–C11) and 63.04 (5)° (C12–C17).

Figure 1
The title molecule showing the labeling scheme and 50% probability displacement ellipsoids for the non-hydrogen atoms.

In the crystal, N2—H2⋯O1ⁱ and C4—H4A⋯O2ⁱⁱ hydrogen bonds link the molecules, forming chains along the a-axis direction. Two adjacent chains are joined into ribbons (i.e. one-dimensional assemblies) parallel to [100] by inversion-related C4—H4B⋯O2ⁱⁱ hydrogen bonds that enclose R₂²(8) rings (Table 1 and Fig. 2). The ribbons are further associated through C15—H15⋯Cg2^iv interactions (Table 1 and Fig. 3).

Table 1
Hydrogen-bond geometry (Å, °)

Cg2 is the centroid of the C6–C11 phenyl ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯O1ⁱ	0.885 (15)	1.947 (15)	2.8270 (11)	172.4 (13)
C4—H4A⋯O2ⁱⁱ	0.980 (14)	2.533 (13)	3.3215 (13)	137.5 (10)
C4—H4B⋯O2ⁱⁱⁱ	0.977 (14)	2.552 (13)	3.3013 (12)	133.4 (10)
C15—H15⋯Cg2^iv	0.964 (18)	2.84 (2)	3.646 (1)	141.7 (14)
Symmetry codes: (i) x+1, y, z; (ii) x-1, y, z; (iii) -x+1, -y+2, -z+1; (iv) $[x-{\script{3\over 2}}, -y+{\script{1\over 2}}, z-{\script{3\over 2}}]$ .

Figure 2
Detail of the chains formed along a by N—H⋯O and C—H⋯O hydrogen bonds (blue and black dashed lines, respectively) and linked into ribbons parallel to (0 $[\overline{1}]$ 1).

Figure 3
Packing viewed along the a-axis direction showing the association of chains through C—H⋯π(ring) interactions (green dashed lines).

Synthesis and crystallization

To a solution of 5,5-diphenylimidazolidine-2,4-dion (1 g, 3.96 mmol), one equivalent of ethyl bromide (0.43 g) in absolute DMF was added and heated under reflux for 3 h in the presence of 1.3 equivalents of K₂CO₃. The reaction mixture was filtered while hot, and the solvent evaporated under reduced pressure. The residue obtained was dried and crystallized from ethanol solution to yield colourless block-shaped crystals of the title compound.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2.

Table 2
Experimental details

Crystal data
Chemical formula	C₁₇H₁₆N₂O₂
M_r	280.32
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	150
a, b, c (Å)	6.2175 (2), 15.5036 (5), 15.3736 (5)
β (°)	98.012 (1)
V (Å³)	1467.45 (8)
Z	4
Radiation type	Cu Kα
μ (mm⁻¹)	0.68
Crystal size (mm)	0.27 × 0.23 × 0.14

Data collection
Diffractometer	Bruker D8 VENTURE PHOTON 100 CMOS
Absorption correction	Multi-scan (SADABS; Bruker, 2016 )
T_min, T_max	0.84, 0.91
No. of measured, independent and observed [I > 2σ(I)] reflections	22530, 2977, 2804
R_int	0.036
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.033, 0.081, 1.04
No. of reflections	2977
No. of parameters	255
H-atom treatment	All H-atom parameters refined
Δρ_max, Δρ_min (e Å⁻³)	0.24, −0.18
Computer programs: APEX3 and SAINT (Bruker, 2016), SHELXT (Sheldrick, 2015a ), SHELXL2016 (Sheldrick, 2015b ), DIAMOND (Brandenburg & Putz, 2012 ) and SHELXTL (Sheldrick, 2008 ).

Structural data

CCDC reference: 1583393

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S2414314617015917/sj4144sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314617015917/sj4144Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S2414314617015917/sj4144Isup3.cml

checkCIF report

Computing details top

Data collection: APEX3 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2016 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Putz, 2012); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

3-Ethyl-5,5-diphenylimidazolidine-2,4-dione top

Crystal data top

C₁₇H₁₆N₂O₂	F(000) = 592
M_r = 280.32	D_x = 1.269 Mg m⁻³
Monoclinic, P2₁/n	Cu Kα radiation, λ = 1.54178 Å
a = 6.2175 (2) Å	Cell parameters from 9415 reflections
b = 15.5036 (5) Å	θ = 2.9–74.5°
c = 15.3736 (5) Å	µ = 0.68 mm⁻¹
β = 98.012 (1)°	T = 150 K
V = 1467.45 (8) Å³	Block, colourles
Z = 4	0.27 × 0.23 × 0.14 mm

Data collection top

Bruker D8 VENTURE PHOTON 100 CMOS diffractometer	2977 independent reflections
Radiation source: INCOATEC IµS micro-focus source	2804 reflections with I > 2σ(I)
Mirror monochromator	R_int = 0.036
Detector resolution: 10.4167 pixels mm^-1	θ_max = 74.4°, θ_min = 4.1°
ω scans	h = −7→6
Absorption correction: multi-scan (SADABS; Bruker, 2016)	k = −19→19
T_min = 0.84, T_max = 0.91	l = −19→18
22530 measured reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F² > 2σ(F²)] = 0.033	All H-atom parameters refined
wR(F²) = 0.081	w = 1/[σ²(F_o²) + (0.0329P)² + 0.5063P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max < 0.001
2977 reflections	Δρ_max = 0.24 e Å⁻³
255 parameters	Δρ_min = −0.18 e Å⁻³
0 restraints	Extinction correction: SHELXL2016 (Sheldrick, 2015b), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0110 (5)

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. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	U_iso*/U_eq
O1	0.02846 (11)	0.80012 (5)	0.28794 (5)	0.02339 (18)
O2	0.64834 (12)	0.92452 (5)	0.42726 (5)	0.0308 (2)
N1	0.30545 (13)	0.87404 (5)	0.37070 (5)	0.01958 (19)
N2	0.59292 (13)	0.82270 (5)	0.31698 (5)	0.02024 (19)
H2	0.732 (2)	0.8135 (9)	0.3127 (9)	0.032 (3)*
C1	0.40946 (14)	0.77880 (6)	0.26630 (6)	0.0176 (2)
C2	0.22036 (15)	0.81752 (6)	0.30855 (6)	0.0175 (2)
C3	0.53431 (16)	0.87836 (6)	0.37683 (6)	0.0203 (2)
C4	0.18308 (17)	0.92347 (7)	0.42886 (7)	0.0228 (2)
H4A	0.038 (2)	0.9333 (8)	0.3968 (8)	0.026 (3)*
H4B	0.256 (2)	0.9791 (9)	0.4383 (8)	0.028 (3)*
C5	0.1716 (2)	0.87682 (9)	0.51397 (8)	0.0364 (3)
H5A	0.103 (3)	0.8208 (11)	0.5029 (11)	0.049 (4)*
H5B	0.086 (3)	0.9098 (10)	0.5514 (11)	0.045 (4)*
H5C	0.320 (3)	0.8698 (11)	0.5478 (11)	0.049 (4)*
C6	0.42774 (15)	0.68098 (6)	0.27939 (6)	0.0194 (2)
C7	0.59603 (18)	0.63822 (7)	0.24610 (7)	0.0266 (2)
H7	0.697 (2)	0.6714 (9)	0.2124 (9)	0.035 (4)*
C8	0.6263 (2)	0.55032 (8)	0.25929 (8)	0.0327 (3)
H8	0.745 (3)	0.5221 (10)	0.2354 (10)	0.046 (4)*
C9	0.4889 (2)	0.50432 (7)	0.30558 (8)	0.0350 (3)
H9	0.510 (3)	0.4428 (11)	0.3164 (11)	0.050 (4)*
C10	0.3218 (2)	0.54604 (8)	0.33872 (9)	0.0384 (3)
H10	0.223 (3)	0.5123 (11)	0.3700 (11)	0.054 (5)*
C11	0.29031 (19)	0.63426 (7)	0.32556 (8)	0.0301 (3)
H11	0.168 (2)	0.6641 (9)	0.3503 (10)	0.038 (4)*
C12	0.38141 (16)	0.80267 (6)	0.16860 (6)	0.0199 (2)
C13	0.53462 (18)	0.85206 (7)	0.13385 (7)	0.0278 (2)
H13	0.665 (2)	0.8718 (9)	0.1728 (9)	0.033 (3)*
C14	0.5034 (2)	0.87438 (8)	0.04508 (8)	0.0369 (3)
H14	0.618 (3)	0.9090 (11)	0.0219 (11)	0.052 (4)*
C15	0.3187 (2)	0.84836 (9)	−0.00873 (8)	0.0389 (3)
H15	0.295 (3)	0.8651 (11)	−0.0697 (12)	0.054 (5)*
C16	0.1665 (2)	0.79836 (9)	0.02544 (8)	0.0378 (3)
H16	0.034 (3)	0.7799 (11)	−0.0117 (12)	0.055 (5)*
C17	0.19777 (18)	0.77468 (8)	0.11325 (7)	0.0291 (3)
H17	0.090 (2)	0.7373 (10)	0.1373 (10)	0.042 (4)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0137 (3)	0.0289 (4)	0.0277 (4)	−0.0010 (3)	0.0033 (3)	−0.0060 (3)
O2	0.0207 (4)	0.0365 (4)	0.0346 (4)	−0.0050 (3)	0.0023 (3)	−0.0174 (3)
N1	0.0153 (4)	0.0230 (4)	0.0210 (4)	0.0001 (3)	0.0044 (3)	−0.0057 (3)
N2	0.0123 (4)	0.0266 (4)	0.0220 (4)	−0.0013 (3)	0.0033 (3)	−0.0072 (3)
C1	0.0130 (4)	0.0215 (5)	0.0183 (5)	−0.0011 (3)	0.0026 (3)	−0.0036 (3)
C2	0.0152 (5)	0.0194 (4)	0.0182 (4)	0.0003 (3)	0.0034 (3)	−0.0004 (3)
C3	0.0166 (5)	0.0231 (5)	0.0213 (5)	−0.0010 (4)	0.0028 (4)	−0.0028 (4)
C4	0.0194 (5)	0.0248 (5)	0.0251 (5)	0.0023 (4)	0.0059 (4)	−0.0079 (4)
C5	0.0433 (7)	0.0395 (7)	0.0295 (6)	0.0091 (6)	0.0163 (5)	−0.0010 (5)
C6	0.0188 (5)	0.0216 (5)	0.0170 (4)	0.0007 (4)	0.0002 (3)	−0.0029 (3)
C7	0.0279 (6)	0.0277 (5)	0.0250 (5)	0.0050 (4)	0.0070 (4)	−0.0021 (4)
C8	0.0356 (6)	0.0286 (6)	0.0336 (6)	0.0098 (5)	0.0042 (5)	−0.0063 (5)
C9	0.0400 (7)	0.0207 (5)	0.0424 (7)	0.0020 (5)	−0.0010 (5)	−0.0022 (5)
C10	0.0387 (7)	0.0266 (6)	0.0517 (8)	−0.0040 (5)	0.0121 (6)	0.0053 (5)
C11	0.0270 (6)	0.0263 (5)	0.0390 (6)	0.0000 (4)	0.0113 (5)	0.0010 (5)
C12	0.0209 (5)	0.0202 (5)	0.0189 (5)	0.0033 (4)	0.0042 (4)	−0.0022 (4)
C13	0.0298 (6)	0.0287 (5)	0.0259 (5)	−0.0031 (4)	0.0077 (4)	−0.0003 (4)
C14	0.0488 (7)	0.0348 (6)	0.0299 (6)	−0.0019 (5)	0.0152 (5)	0.0053 (5)
C15	0.0549 (8)	0.0416 (7)	0.0200 (5)	0.0102 (6)	0.0053 (5)	0.0049 (5)
C16	0.0388 (7)	0.0494 (7)	0.0229 (6)	0.0036 (6)	−0.0038 (5)	−0.0030 (5)
C17	0.0270 (6)	0.0371 (6)	0.0226 (5)	−0.0023 (4)	0.0011 (4)	−0.0034 (4)

Geometric parameters (Å, º) top

O1—C2	1.2212 (12)	C7—H7	1.007 (14)
O2—C3	1.2094 (12)	C8—C9	1.3836 (18)
N1—C2	1.3489 (12)	C8—H8	0.972 (16)
N1—C3	1.4145 (12)	C9—C10	1.3801 (18)
N1—C4	1.4682 (12)	C9—H9	0.974 (17)
N2—C3	1.3481 (13)	C10—C11	1.3924 (17)
N2—C1	1.4572 (12)	C10—H10	0.980 (18)
N2—H2	0.885 (15)	C11—H11	1.010 (15)
C1—C6	1.5321 (13)	C12—C13	1.3859 (14)
C1—C12	1.5332 (13)	C12—C17	1.3946 (15)
C1—C2	1.5419 (12)	C13—C14	1.3949 (16)
C4—C5	1.5054 (16)	C13—H13	0.988 (14)
C4—H4A	0.980 (14)	C14—C15	1.379 (2)
C4—H4B	0.977 (14)	C14—H14	0.996 (17)
C5—H5A	0.972 (17)	C15—C16	1.382 (2)
C5—H5B	0.979 (16)	C15—H15	0.964 (18)
C5—H5C	1.002 (17)	C16—C17	1.3863 (16)
C6—C11	1.3884 (15)	C16—H16	0.979 (18)
C6—C7	1.3948 (14)	C17—H17	0.996 (16)
C7—C8	1.3868 (16)

C2—N1—C3	111.69 (8)	C8—C7—C6	120.45 (10)
C2—N1—C4	125.81 (8)	C8—C7—H7	119.7 (8)
C3—N1—C4	122.45 (8)	C6—C7—H7	119.8 (8)
C3—N2—C1	113.45 (8)	C9—C8—C7	120.05 (11)
C3—N2—H2	120.9 (9)	C9—C8—H8	121.2 (9)
C1—N2—H2	125.6 (9)	C7—C8—H8	118.7 (9)
N2—C1—C6	110.73 (8)	C10—C9—C8	119.93 (11)
N2—C1—C12	112.63 (8)	C10—C9—H9	119.0 (10)
C6—C1—C12	111.34 (8)	C8—C9—H9	121.1 (10)
N2—C1—C2	100.31 (7)	C9—C10—C11	120.30 (11)
C6—C1—C2	112.15 (8)	C9—C10—H10	119.0 (10)
C12—C1—C2	109.23 (8)	C11—C10—H10	120.7 (10)
O1—C2—N1	126.86 (9)	C6—C11—C10	120.17 (11)
O1—C2—C1	125.42 (8)	C6—C11—H11	120.3 (8)
N1—C2—C1	107.72 (8)	C10—C11—H11	119.5 (8)
O2—C3—N2	128.77 (9)	C13—C12—C17	119.01 (10)
O2—C3—N1	124.41 (9)	C13—C12—C1	121.37 (9)
N2—C3—N1	106.81 (8)	C17—C12—C1	119.62 (9)
N1—C4—C5	111.71 (9)	C12—C13—C14	120.31 (11)
N1—C4—H4A	107.2 (8)	C12—C13—H13	119.2 (8)
C5—C4—H4A	111.1 (8)	C14—C13—H13	120.4 (8)
N1—C4—H4B	106.3 (8)	C15—C14—C13	120.35 (11)
C5—C4—H4B	111.9 (8)	C15—C14—H14	121.3 (10)
H4A—C4—H4B	108.4 (11)	C13—C14—H14	118.3 (10)
C4—C5—H5A	110.4 (10)	C14—C15—C16	119.53 (11)
C4—C5—H5B	110.8 (9)	C14—C15—H15	120.3 (10)
H5A—C5—H5B	108.1 (13)	C16—C15—H15	120.1 (10)
C4—C5—H5C	110.6 (9)	C15—C16—C17	120.55 (12)
H5A—C5—H5C	110.1 (13)	C15—C16—H16	120.5 (10)
H5B—C5—H5C	106.7 (13)	C17—C16—H16	118.9 (10)
C11—C6—C7	119.10 (10)	C16—C17—C12	120.22 (11)
C11—C6—C1	122.95 (9)	C16—C17—H17	120.3 (9)
C7—C6—C1	117.90 (9)	C12—C17—H17	119.5 (9)

C3—N2—C1—C6	−119.72 (9)	C12—C1—C6—C7	58.81 (11)
C3—N2—C1—C12	114.89 (9)	C2—C1—C6—C7	−178.45 (8)
C3—N2—C1—C2	−1.12 (10)	C11—C6—C7—C8	−0.30 (16)
C3—N1—C2—O1	−179.73 (9)	C1—C6—C7—C8	177.20 (10)
C4—N1—C2—O1	2.79 (16)	C6—C7—C8—C9	0.14 (17)
C3—N1—C2—C1	−0.49 (11)	C7—C8—C9—C10	−0.09 (18)
C4—N1—C2—C1	−177.97 (9)	C8—C9—C10—C11	0.2 (2)
N2—C1—C2—O1	−179.81 (9)	C7—C6—C11—C10	0.42 (17)
C6—C1—C2—O1	−62.27 (12)	C1—C6—C11—C10	−176.94 (11)
C12—C1—C2—O1	61.65 (12)	C9—C10—C11—C6	−0.4 (2)
N2—C1—C2—N1	0.93 (10)	N2—C1—C12—C13	7.69 (13)
C6—C1—C2—N1	118.48 (8)	C6—C1—C12—C13	−117.37 (10)
C12—C1—C2—N1	−117.60 (9)	C2—C1—C12—C13	118.23 (10)
C1—N2—C3—O2	−178.95 (10)	N2—C1—C12—C17	−171.99 (9)
C1—N2—C3—N1	0.90 (11)	C6—C1—C12—C17	62.94 (12)
C2—N1—C3—O2	179.64 (10)	C2—C1—C12—C17	−61.46 (11)
C4—N1—C3—O2	−2.78 (16)	C17—C12—C13—C14	0.96 (16)
C2—N1—C3—N2	−0.22 (11)	C1—C12—C13—C14	−178.72 (10)
C4—N1—C3—N2	177.36 (9)	C12—C13—C14—C15	0.72 (18)
C2—N1—C4—C5	91.96 (13)	C13—C14—C15—C16	−1.38 (19)
C3—N1—C4—C5	−85.27 (12)	C14—C15—C16—C17	0.3 (2)
N2—C1—C6—C11	110.08 (11)	C15—C16—C17—C12	1.35 (19)
C12—C1—C6—C11	−123.80 (10)	C13—C12—C17—C16	−1.99 (16)
C2—C1—C6—C11	−1.06 (13)	C1—C12—C17—C16	177.70 (10)
N2—C1—C6—C7	−67.31 (11)

Hydrogen-bond geometry (Å, º) top

Cg2 is the centroid of the C6–C11 phenyl ring.

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O1ⁱ	0.885 (15)	1.947 (15)	2.8270 (11)	172.4 (13)
C4—H4A···O2ⁱⁱ	0.980 (14)	2.533 (13)	3.3215 (13)	137.5 (10)
C4—H4B···O2ⁱⁱⁱ	0.977 (14)	2.552 (13)	3.3013 (12)	133.4 (10)
C15—H15···Cg2^iv	0.964 (18)	2.84 (2)	3.646 (1)	141.7 (14)

Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z; (iii) −x+1, −y+2, −z+1; (iv) x−3/2, −y+1/2, z−3/2.

Acknowledgements

The support of NSF-MRI Grant No. 1228232 for the purchase of the diffractometer and Tulane University for support of the Tulane Crystallography Laboratory are gratefully acknowledged.

References

Akrad, R., Mague, J. T., Guerrab, W., Taoufik, J., Ansar, M. & Ramli, Y. (2017). IUCrData, 2, x170033. Google Scholar
Brandenburg, K. & Putz, H. (2012). DIAMOND, Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2016). APEX3, SAINT and SADABS. Bruker AXS, Inc., Madison, Wisconsin, USA. Google Scholar
Guerrab, W., Akrad, R., Ansar, M., Taoufik, J., Mague, J. T. & Ramli, Y. (2017). IUCrData, 2, x171534. Google Scholar
Ramli, Y., Akrad, R., Guerrab, W., Taoufik, J., Ansar, M. & Mague, J. T. (2017a). IUCrData, 2, x170098. Google Scholar
Ramli, Y., Guerrab, W., Moussaif, A., Taoufik, J., Essassi, E. M. & Mague, J. T. (2017b). IUCrData, 2, x171041. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

IUCrDATA

ISSN: 2414-3146

Volume 2| Part 11| November 2017| x171591

https://doi.org/10.1107/S2414314617015917

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text
		Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text
		Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

3-Ethyl-5,5-di­phenyl­imidazolidine-2,4-dione

Structure description

Synthesis and crystallization

Refinement

Structural data

Acknowledgements

References

organic compounds

3-Ethyl-5,5-diphenylimidazolidine-2,4-dione