In the title compound, C
16H
11NO
2·C
5H
9NO, the dihedral angles between the maleimide and phenyl rings are 34.7 (2) and 64.8 (2)°. In the crystal, the 2,3-diphenylmaleimide and 1-methylpyrrolidin-2-one molecules form centrosymmetrical dimers
via pairs of strong N—H
O hydrogen bonds and π–π stacking interactions between the two neighboring maleimide rings [centroid–centroid distance = 3.495 (2) Å]. The dimers are further linked by weak C—H
O and C—H
π hydrogen bonds into a three-dimensional framework.
Supporting information
CCDC reference: 978501
Key indicators
- Single-crystal X-ray study
- T = 170 K
- Mean (C-C) = 0.002 Å
- R factor = 0.064
- wR factor = 0.204
- Data-to-parameter ratio = 37.4
checkCIF/PLATON results
No syntax errors found
Alert level C
DIFMX01_ALERT_2_C The maximum difference density is > 0.1*ZMAX*0.75
_refine_diff_density_max given = 0.633
Test value = 0.600
DIFMX02_ALERT_1_C The maximum difference density is > 0.1*ZMAX*0.75
The relevant atom site should be identified.
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.08
PLAT097_ALERT_2_C Large Reported Max. (Positive) Residual Density 0.63 eA-3
PLAT480_ALERT_4_C Long H...A H-Bond Reported H21B .. O1 .. 2.73 Ang.
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 5.139 Check
PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 6 Why ?
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 3
Alert level G
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in the CIF Please Do !
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 1 Why ?
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 406
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
8 ALERT level C = Check. Ensure it is not caused by an omission or oversight
3 ALERT level G = General information/check it is not something unexpected
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
2 ALERT type 5 Informative message, check
3,4-Diphenylpyrrol-2,5-diimine (0.810 mmol, 0.20 g) was hydrolyzed in 80%
aqueous methanol (10 mL) for 24 h at room temperature. The yellow solid was
obtained from the reaction mixture. The crystals of the title compound
suitable for single crystal X-ray diffraction were obtained by
recrystallization from 1-methylpyrrolidin-2-one.
Structural refinement was carried out using SHELXTL (Sheldrick,
2008)
with the Olex2 (Dolomanov et al., 2009) and
SHELXLE
(Hübschle et al., 2011) graphical user interfaces. All
hydrogen atoms
were positioned geometrically and constrained to ride on their parent atoms,
with C—H = 0.95–0.98 Å, N—H = 0.88 Å and Uiso = 1.2–1.5 Ueq
(parent atom).
Data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO (Agilent, 2013); data reduction: CrysAlis PRO (Agilent, 2013); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: CrystalMaker (CrystalMaker, 2011); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009) and SHELXLE
(Hübschle
et al., 2011).
2,3-Diphenylmaleimide 1-methylpyrrolidin-2-one monosolvate
top
Crystal data top
C16H11NO2·C5H9NO | F(000) = 736 |
Mr = 348.39 | Dx = 1.315 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 13.1962 (3) Å | Cell parameters from 5604 reflections |
b = 10.0002 (2) Å | θ = 3.7–36.7° |
c = 13.5600 (3) Å | µ = 0.09 mm−1 |
β = 100.469 (3)° | T = 170 K |
V = 1759.65 (7) Å3 | Block, colourless |
Z = 4 | 0.54 × 0.40 × 0.24 mm |
Data collection top
Agilent SuperNova (Single source at offset, Eos) diffractometer | 8818 independent reflections |
Radiation source: SuperNova (Mo) X-ray Source | 5708 reflections with I > 2σ(I) |
Mirror monochromator | Rint = 0.028 |
Detector resolution: 16.0107 pixels mm-1 | θmax = 37.5°, θmin = 3.1° |
φ scans and ω scans with κ offset | h = −22→22 |
Absorption correction: multi-scan (CrysAlis PRO, Agilent, 2013) | k = −13→16 |
Tmin = 0.815, Tmax = 1.000 | l = −22→23 |
22206 measured reflections | |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.064 | H-atom parameters constrained |
wR(F2) = 0.204 | w = 1/[σ2(Fo2) + (0.0916P)2 + 0.4242P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
8818 reflections | Δρmax = 0.63 e Å−3 |
236 parameters | Δρmin = −0.30 e Å−3 |
Crystal data top
C16H11NO2·C5H9NO | V = 1759.65 (7) Å3 |
Mr = 348.39 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 13.1962 (3) Å | µ = 0.09 mm−1 |
b = 10.0002 (2) Å | T = 170 K |
c = 13.5600 (3) Å | 0.54 × 0.40 × 0.24 mm |
β = 100.469 (3)° | |
Data collection top
Agilent SuperNova (Single source at offset, Eos) diffractometer | 8818 independent reflections |
Absorption correction: multi-scan (CrysAlis PRO, Agilent, 2013) | 5708 reflections with I > 2σ(I) |
Tmin = 0.815, Tmax = 1.000 | Rint = 0.028 |
22206 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.064 | 0 restraints |
wR(F2) = 0.204 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.63 e Å−3 |
8818 reflections | Δρmin = −0.30 e Å−3 |
236 parameters | |
Special details top
Experimental. Absorption correction: CrysAlis PRO (Agilent, 2013);
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.06128 (8) | 0.79304 (9) | 0.09092 (7) | 0.0333 (2) | |
O2 | 0.16449 (8) | 0.38928 (10) | −0.01022 (8) | 0.0365 (2) | |
N1 | 0.10893 (8) | 0.60420 (10) | 0.01257 (7) | 0.0272 (2) | |
H1 | 0.1127 | 0.6383 | −0.0465 | 0.033* | |
C1 | 0.13055 (9) | 0.47257 (12) | 0.04002 (9) | 0.0260 (2) | |
C2 | 0.10664 (8) | 0.45632 (11) | 0.14421 (8) | 0.0230 (2) | |
C3 | 0.12077 (8) | 0.33036 (11) | 0.20052 (9) | 0.0240 (2) | |
C4 | 0.09962 (10) | 0.20708 (12) | 0.15227 (10) | 0.0300 (2) | |
H4 | 0.0764 | 0.2042 | 0.0818 | 0.036* | |
C5 | 0.11244 (11) | 0.08926 (13) | 0.20683 (12) | 0.0366 (3) | |
H5 | 0.0982 | 0.0059 | 0.1736 | 0.044* | |
C6 | 0.14610 (11) | 0.09271 (14) | 0.31006 (12) | 0.0370 (3) | |
H6 | 0.1540 | 0.0118 | 0.3473 | 0.044* | |
C7 | 0.16818 (10) | 0.21392 (14) | 0.35876 (11) | 0.0334 (3) | |
H7 | 0.1918 | 0.2160 | 0.4292 | 0.040* | |
C8 | 0.15569 (9) | 0.33222 (13) | 0.30448 (9) | 0.0275 (2) | |
H8 | 0.1709 | 0.4152 | 0.3381 | 0.033* | |
C9 | 0.07716 (8) | 0.57673 (11) | 0.17357 (8) | 0.02304 (19) | |
C10 | 0.04640 (8) | 0.61711 (11) | 0.26815 (8) | 0.0232 (2) | |
C11 | −0.04123 (10) | 0.56355 (15) | 0.29686 (10) | 0.0324 (3) | |
H11 | −0.0829 | 0.5013 | 0.2547 | 0.039* | |
C12 | −0.06732 (11) | 0.60162 (19) | 0.38744 (12) | 0.0418 (3) | |
H12 | −0.1276 | 0.5662 | 0.4067 | 0.050* | |
C13 | −0.00602 (12) | 0.69086 (17) | 0.44990 (11) | 0.0406 (3) | |
H13 | −0.0241 | 0.7158 | 0.5121 | 0.049* | |
C14 | 0.08136 (12) | 0.74379 (15) | 0.42201 (10) | 0.0362 (3) | |
H14 | 0.1237 | 0.8042 | 0.4653 | 0.043* | |
C15 | 0.10711 (10) | 0.70841 (13) | 0.33056 (9) | 0.0290 (2) | |
H15 | 0.1661 | 0.7465 | 0.3105 | 0.035* | |
C16 | 0.08056 (9) | 0.67456 (12) | 0.09100 (9) | 0.0254 (2) | |
O3 | 0.67483 (9) | 0.76077 (11) | 0.35649 (9) | 0.0429 (3) | |
N2 | 0.65279 (9) | 0.53588 (12) | 0.32844 (9) | 0.0348 (2) | |
C17 | 0.66039 (10) | 0.66246 (14) | 0.30065 (11) | 0.0333 (3) | |
C18 | 0.64860 (19) | 0.66600 (18) | 0.18720 (12) | 0.0554 (5) | |
H18A | 0.5915 | 0.7263 | 0.1580 | 0.066* | |
H18B | 0.7129 | 0.6983 | 0.1672 | 0.066* | |
C19 | 0.62610 (16) | 0.52685 (18) | 0.15209 (12) | 0.0483 (4) | |
H19A | 0.6767 | 0.4966 | 0.1112 | 0.058* | |
H19B | 0.5562 | 0.5208 | 0.1109 | 0.058* | |
C20 | 0.63358 (14) | 0.44090 (16) | 0.24659 (13) | 0.0447 (4) | |
H20A | 0.5685 | 0.3917 | 0.2467 | 0.054* | |
H20B | 0.6908 | 0.3758 | 0.2514 | 0.054* | |
C21 | 0.65804 (14) | 0.4951 (2) | 0.43134 (12) | 0.0479 (4) | |
H21A | 0.5906 | 0.4613 | 0.4404 | 0.072* | |
H21B | 0.6773 | 0.5719 | 0.4757 | 0.072* | |
H21C | 0.7098 | 0.4244 | 0.4478 | 0.072* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0447 (5) | 0.0228 (4) | 0.0320 (4) | 0.0014 (4) | 0.0059 (4) | 0.0003 (3) |
O2 | 0.0443 (5) | 0.0350 (5) | 0.0337 (5) | 0.0028 (4) | 0.0161 (4) | −0.0076 (4) |
N1 | 0.0337 (5) | 0.0265 (5) | 0.0219 (4) | −0.0021 (4) | 0.0062 (4) | −0.0016 (4) |
C1 | 0.0263 (5) | 0.0271 (5) | 0.0247 (5) | −0.0012 (4) | 0.0050 (4) | −0.0041 (4) |
C2 | 0.0235 (4) | 0.0221 (5) | 0.0232 (4) | −0.0005 (3) | 0.0039 (4) | −0.0028 (4) |
C3 | 0.0219 (4) | 0.0218 (4) | 0.0283 (5) | 0.0014 (4) | 0.0046 (4) | −0.0026 (4) |
C4 | 0.0304 (5) | 0.0230 (5) | 0.0355 (6) | 0.0006 (4) | 0.0028 (5) | −0.0054 (4) |
C5 | 0.0329 (6) | 0.0221 (5) | 0.0536 (8) | 0.0002 (4) | 0.0049 (6) | −0.0022 (5) |
C6 | 0.0316 (6) | 0.0278 (6) | 0.0515 (8) | 0.0042 (5) | 0.0074 (6) | 0.0094 (6) |
C7 | 0.0300 (5) | 0.0358 (6) | 0.0341 (6) | 0.0071 (5) | 0.0047 (5) | 0.0060 (5) |
C8 | 0.0277 (5) | 0.0254 (5) | 0.0292 (5) | 0.0035 (4) | 0.0040 (4) | −0.0002 (4) |
C9 | 0.0242 (4) | 0.0219 (4) | 0.0230 (4) | −0.0008 (4) | 0.0043 (4) | −0.0018 (4) |
C10 | 0.0249 (4) | 0.0219 (4) | 0.0234 (4) | 0.0016 (4) | 0.0054 (4) | −0.0007 (4) |
C11 | 0.0268 (5) | 0.0382 (7) | 0.0331 (6) | −0.0036 (5) | 0.0077 (4) | −0.0008 (5) |
C12 | 0.0332 (6) | 0.0589 (10) | 0.0371 (7) | −0.0004 (6) | 0.0163 (5) | 0.0034 (7) |
C13 | 0.0460 (8) | 0.0513 (9) | 0.0275 (6) | 0.0078 (6) | 0.0148 (6) | −0.0004 (6) |
C14 | 0.0479 (7) | 0.0354 (7) | 0.0258 (5) | −0.0018 (6) | 0.0083 (5) | −0.0061 (5) |
C15 | 0.0345 (6) | 0.0270 (5) | 0.0264 (5) | −0.0047 (4) | 0.0081 (4) | −0.0038 (4) |
C16 | 0.0275 (5) | 0.0244 (5) | 0.0239 (5) | −0.0018 (4) | 0.0036 (4) | −0.0020 (4) |
O3 | 0.0568 (6) | 0.0368 (5) | 0.0397 (5) | −0.0118 (5) | 0.0214 (5) | −0.0127 (4) |
N2 | 0.0366 (5) | 0.0342 (6) | 0.0347 (6) | −0.0033 (4) | 0.0091 (4) | −0.0007 (5) |
C17 | 0.0317 (5) | 0.0324 (6) | 0.0368 (6) | −0.0018 (5) | 0.0085 (5) | −0.0040 (5) |
C18 | 0.0896 (14) | 0.0413 (9) | 0.0326 (7) | −0.0106 (9) | 0.0043 (8) | 0.0021 (6) |
C19 | 0.0630 (10) | 0.0473 (9) | 0.0359 (7) | −0.0088 (8) | 0.0126 (7) | −0.0103 (7) |
C20 | 0.0566 (9) | 0.0310 (7) | 0.0478 (8) | −0.0027 (6) | 0.0134 (7) | −0.0093 (6) |
C21 | 0.0487 (8) | 0.0598 (10) | 0.0359 (7) | −0.0088 (8) | 0.0098 (6) | 0.0105 (7) |
Geometric parameters (Å, º) top
O1—C16 | 1.2118 (15) | C11—H11 | 0.9500 |
O2—C1 | 1.2121 (15) | C12—C13 | 1.385 (2) |
N1—C16 | 1.3824 (15) | C12—H12 | 0.9500 |
N1—C1 | 1.3835 (16) | C13—C14 | 1.383 (2) |
N1—H1 | 0.8800 | C13—H13 | 0.9500 |
C1—C2 | 1.5113 (16) | C14—C15 | 1.3898 (18) |
C2—C9 | 1.3476 (16) | C14—H14 | 0.9500 |
C2—C3 | 1.4672 (16) | C15—H15 | 0.9500 |
C3—C4 | 1.3998 (16) | O3—C17 | 1.2344 (17) |
C3—C8 | 1.4013 (17) | N2—C17 | 1.3296 (19) |
C4—C5 | 1.3851 (19) | N2—C21 | 1.4433 (19) |
C4—H4 | 0.9500 | N2—C20 | 1.448 (2) |
C5—C6 | 1.390 (2) | C17—C18 | 1.518 (2) |
C5—H5 | 0.9500 | C18—C19 | 1.483 (2) |
C6—C7 | 1.386 (2) | C18—H18A | 0.9900 |
C6—H6 | 0.9500 | C18—H18B | 0.9900 |
C7—C8 | 1.3872 (18) | C19—C20 | 1.531 (2) |
C7—H7 | 0.9500 | C19—H19A | 0.9900 |
C8—H8 | 0.9500 | C19—H19B | 0.9900 |
C9—C10 | 1.4703 (15) | C20—H20A | 0.9900 |
C9—C16 | 1.4936 (16) | C20—H20B | 0.9900 |
C10—C11 | 1.3926 (17) | C21—H21A | 0.9800 |
C10—C15 | 1.3947 (16) | C21—H21B | 0.9800 |
C11—C12 | 1.388 (2) | C21—H21C | 0.9800 |
| | | |
C16—N1—C1 | 110.41 (10) | C12—C13—H13 | 119.9 |
C16—N1—H1 | 124.8 | C13—C14—C15 | 119.86 (13) |
C1—N1—H1 | 124.8 | C13—C14—H14 | 120.1 |
O2—C1—N1 | 125.57 (12) | C15—C14—H14 | 120.1 |
O2—C1—C2 | 127.79 (12) | C14—C15—C10 | 120.10 (12) |
N1—C1—C2 | 106.62 (10) | C14—C15—H15 | 120.0 |
C9—C2—C3 | 129.02 (11) | C10—C15—H15 | 120.0 |
C9—C2—C1 | 107.49 (10) | O1—C16—N1 | 125.67 (12) |
C3—C2—C1 | 123.40 (10) | O1—C16—C9 | 127.31 (11) |
C4—C3—C8 | 118.88 (11) | N1—C16—C9 | 107.01 (10) |
C4—C3—C2 | 121.14 (11) | C17—N2—C21 | 123.38 (14) |
C8—C3—C2 | 119.97 (10) | C17—N2—C20 | 114.78 (13) |
C5—C4—C3 | 120.32 (13) | C21—N2—C20 | 121.78 (14) |
C5—C4—H4 | 119.8 | O3—C17—N2 | 126.55 (14) |
C3—C4—H4 | 119.8 | O3—C17—C18 | 125.38 (14) |
C4—C5—C6 | 120.16 (13) | N2—C17—C18 | 108.07 (13) |
C4—C5—H5 | 119.9 | C19—C18—C17 | 106.32 (14) |
C6—C5—H5 | 119.9 | C19—C18—H18A | 110.5 |
C7—C6—C5 | 120.18 (13) | C17—C18—H18A | 110.5 |
C7—C6—H6 | 119.9 | C19—C18—H18B | 110.5 |
C5—C6—H6 | 119.9 | C17—C18—H18B | 110.5 |
C6—C7—C8 | 119.91 (13) | H18A—C18—H18B | 108.7 |
C6—C7—H7 | 120.0 | C18—C19—C20 | 106.22 (13) |
C8—C7—H7 | 120.0 | C18—C19—H19A | 110.5 |
C7—C8—C3 | 120.54 (12) | C20—C19—H19A | 110.5 |
C7—C8—H8 | 119.7 | C18—C19—H19B | 110.5 |
C3—C8—H8 | 119.7 | C20—C19—H19B | 110.5 |
C2—C9—C10 | 130.04 (11) | H19A—C19—H19B | 108.7 |
C2—C9—C16 | 108.31 (10) | N2—C20—C19 | 104.41 (13) |
C10—C9—C16 | 121.64 (10) | N2—C20—H20A | 110.9 |
C11—C10—C15 | 119.78 (11) | C19—C20—H20A | 110.9 |
C11—C10—C9 | 120.87 (11) | N2—C20—H20B | 110.9 |
C15—C10—C9 | 119.33 (10) | C19—C20—H20B | 110.9 |
C12—C11—C10 | 119.61 (13) | H20A—C20—H20B | 108.9 |
C12—C11—H11 | 120.2 | N2—C21—H21A | 109.5 |
C10—C11—H11 | 120.2 | N2—C21—H21B | 109.5 |
C13—C12—C11 | 120.44 (13) | H21A—C21—H21B | 109.5 |
C13—C12—H12 | 119.8 | N2—C21—H21C | 109.5 |
C11—C12—H12 | 119.8 | H21A—C21—H21C | 109.5 |
C14—C13—C12 | 120.19 (13) | H21B—C21—H21C | 109.5 |
C14—C13—H13 | 119.9 | | |
Hydrogen-bond geometry (Å, º) topCg2 and Cg3 are the centroids of the C3–C8 and C10–C15 rings,
respectively. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O3i | 0.88 | 1.95 | 2.7800 (15) | 156 |
C5—H5···O1ii | 0.95 | 2.41 | 3.3639 (17) | 179 |
C21—H21A···O1iii | 0.98 | 2.59 | 3.498 (2) | 154 |
C21—H21B···O1iv | 0.98 | 2.73 | 3.436 (2) | 129 |
C15—H15···Cg2v | 0.95 | 2.96 | 3.8081 (14) | 149 |
C20—H20A···Cg3iii | 0.99 | 2.91 | 3.6508 (18) | 133 |
Symmetry codes: (i) x−1/2, −y+3/2, z−1/2; (ii) x, y−1, z; (iii) −x+1/2, y−1/2, −z+1/2; (iv) x+1/2, −y+3/2, z+1/2; (v) −x+1/2, y+1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) topCg2 and Cg3 are the centroids of the C3–C8 and C10–C15 rings,
respectively. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O3i | 0.88 | 1.95 | 2.7800 (15) | 156.0 |
C5—H5···O1ii | 0.95 | 2.41 | 3.3639 (17) | 179.3 |
C21—H21A···O1iii | 0.98 | 2.59 | 3.498 (2) | 153.6 |
C21—H21B···O1iv | 0.98 | 2.73 | 3.436 (2) | 128.9 |
C15—H15···Cg2v | 0.95 | 2.96 | 3.8081 (14) | 149 |
C20—H20A···Cg3iii | 0.99 | 2.91 | 3.6508 (18) | 133 |
Symmetry codes: (i) x−1/2, −y+3/2, z−1/2; (ii) x, y−1, z; (iii) −x+1/2, y−1/2, −z+1/2; (iv) x+1/2, −y+3/2, z+1/2; (v) −x+1/2, y+1/2, −z+1/2. |
Maleimide derivatives can be used as building blocks in the synthesis of a wide range of biologically active compounds (Parsons et al., 2013), polymeric materials (Billiet et al., 2011), nanoparticles (Zhu et al., 2012), etc.
The present work describes the synthesis and crystal structure of 2,3-diphenylmaleimide 1-methylpyrrolidin-2-one monosolvate, C16H11NO2.C5H9NO (Fig. 1). The bond lengths and angles within the 2,3-diphenylmaleimide molecule (Table 1) are in a good agreement with those found in the related compounds (Zhang et al. (2004); Mitzi et al. (2007)). The dihedral angles between the maleimide and phenyl rings are 34.7 (2)° and 64.8 (2)°. In the crystal, the 2,3-diphenylmaleimide and 1-methylpyrrolidin-2-one molecules form centrosymmetrical dimeric associates via strong N—H···O hydrogen bonds (Table 2) and π-π stacking interactions between the two neighboring maleimide rings (the centroid-centroid distance is 3.495 (2) Å). Further the associates are linked by weak C—H···O (Table 2) and C—H···π hydrogen bonds into three-dimensional framework (Fig. 2).