Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methyl­idene-2-oxododeca­hydro­oxireno[2′,3′:6,7]naphtho­[1,2-b]furan-6-yl (Z)-2-methyl­but-2-enoate extracted from Ferula persica

Karimli, E.G.; Khrustalev, V.N.; Kurasova, M.N.; Akkurt, M.; Khalilov, A.N.; Bhattarai, A.; Mamedov, İ.G.

doi:10.1107/S205698902300333X

Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methylidene-2-oxododecahydrooxireno[2′,3′:6,7]naphtho[1,2-b]furan-6-yl (Z)-2-methylbut-2-enoate extracted from Ferula persica

E. G. Karimli, V. N. Khrustalev, M. N. Kurasova, M. Akkurt, A. N. Khalilov, A. Bhattarai and İ.G. Mamedov

In the crystal of the title compound, adjacent molecules are connected by intermolecular C—H

O hydrogen bonds, forming a three-dimensional network.

Keywords: crystal structure; hydrogen bonds; sesquiterpene lactones; Ferula persica; Hirshfeld surface analysis.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S205698902300333X/wm5679sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S205698902300333X/wm5679Isup2.hkl Contains datablock I

CCDC reference: 2255517

checkCIF report

Key indicators

Structure: I

Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.003 Å
R factor = 0.031
wR factor = 0.082
Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       3.42 Report

Alert level G
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O10      .       61.4 Degree
PLAT791_ALERT_4_G Model has Chirality at C3          (Sohnke SpGr)          R Verify
PLAT791_ALERT_4_G Model has Chirality at C3A         (Sohnke SpGr)          S Verify
PLAT791_ALERT_4_G Model has Chirality at C5A         (Sohnke SpGr)          S Verify
PLAT791_ALERT_4_G Model has Chirality at C6          (Sohnke SpGr)          S Verify
PLAT791_ALERT_4_G Model has Chirality at C7          (Sohnke SpGr)          S Verify
PLAT791_ALERT_4_G Model has Chirality at C8          (Sohnke SpGr)          R Verify
PLAT791_ALERT_4_G Model has Chirality at C9A         (Sohnke SpGr)          R Verify
PLAT791_ALERT_4_G Model has Chirality at C9B         (Sohnke SpGr)          S Verify
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          2 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.         10 Info

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

   0 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
   0 ALERT type 3 Indicator that the structure quality may be low
   9 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: CrysAlis PRO (Rigaku OD, 2022); cell refinement: CrysAlis PRO (Rigaku OD, 2022); data reduction: CrysAlis PRO (Rigaku OD, 2022); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2020).

(5aS,8aR)-3,5a-Dimethyl-8-methylidene-2-oxododecahydrooxireno[2',3':6,7]naphtho[1,2-b]furan-6-yl (Z)-2-methylbut-2-enoate top

Crystal data top

C₂₀H₂₆O₅	D_x = 1.305 Mg m⁻³
M_r = 346.41	Cu Kα radiation, λ = 1.54184 Å
Orthorhombic, P2₁2₁2₁	Cell parameters from 16716 reflections
a = 7.11296 (5) Å	θ = 3.9–77.3°
b = 15.4597 (10) Å	µ = 0.76 mm⁻¹
c = 16.0358 (10) Å	T = 100 K
V = 1763.36 (16) Å³	Prism, yellow
Z = 4	0.21 × 0.18 × 0.13 mm
F(000) = 744

Data collection top

XtaLAB Synergy, Dualflex, HyPix diffractometer	3717 reflections with I > 2σ(I)
Radiation source: micro-focus sealed X-ray tube	R_int = 0.024
φ and ω scans	θ_max = 77.8°, θ_min = 4.0°
Absorption correction: gaussian (CrysAlis PRO; Rigaku OD, 2022)	h = −9→8
T_min = 0.674, T_max = 1.000	k = −19→16
19755 measured reflections	l = −18→20
3751 independent reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.031	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.082	w = 1/[σ²(F_o²) + (0.0444P)² + 0.4585P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max < 0.001
3751 reflections	Δρ_max = 0.56 e Å⁻³
238 parameters	Δρ_min = −0.16 e Å⁻³
0 restraints	Absolute structure: Flack x determined using 1576 quotients [(I⁺)-(I^-)]/[(I⁺)+(I^-)] (Parsons et al, 2013).
Primary atom site location: difference Fourier map	Absolute structure parameter: 0.01 (4)

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.

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

	x	y	z	U_iso*/U_eq
O1	0.27214 (18)	0.55551 (9)	0.81184 (8)	0.0258 (3)
O2	0.1708 (2)	0.66397 (9)	0.89164 (9)	0.0325 (3)
O3	0.62078 (17)	0.61814 (8)	0.55679 (8)	0.0217 (3)
O4	0.7139 (2)	0.60760 (8)	0.42338 (8)	0.0316 (3)
C2	0.2969 (3)	0.61638 (12)	0.87107 (10)	0.0257 (4)
C3	0.4949 (3)	0.61151 (12)	0.90431 (11)	0.0278 (4)
H3	0.4936	0.5693	0.9516	0.033*
C3A	0.6045 (3)	0.56914 (11)	0.83285 (11)	0.0237 (4)
H3A	0.7026	0.5300	0.8568	0.028*
C4	0.6965 (3)	0.62980 (11)	0.76998 (11)	0.0259 (4)
H4A	0.7893	0.6675	0.7983	0.031*
H4B	0.6003	0.6670	0.7434	0.031*
C5	0.7941 (3)	0.57422 (12)	0.70428 (12)	0.0270 (4)
H5A	0.8994	0.5429	0.7311	0.032*
H5B	0.8483	0.6127	0.6612	0.032*
C5A	0.6636 (2)	0.50725 (11)	0.66081 (11)	0.0220 (3)
C6	0.6543 (3)	0.52614 (11)	0.56680 (11)	0.0226 (3)
H6	0.7798	0.5124	0.5420	0.027*
C7	0.5062 (3)	0.47385 (11)	0.52056 (11)	0.0234 (4)
H7	0.5477	0.4454	0.4677	0.028*
C8	0.3552 (3)	0.42987 (11)	0.56746 (11)	0.0227 (3)
H8	0.3055	0.3750	0.5428	0.027*
C9	0.3431 (2)	0.43826 (11)	0.65931 (11)	0.0217 (3)
C9A	0.4598 (2)	0.51073 (10)	0.69607 (10)	0.0194 (3)
H9A	0.4033	0.5660	0.6756	0.023*
C9B	0.4515 (2)	0.51404 (11)	0.79115 (10)	0.0219 (3)
H9B	0.4543	0.4540	0.8143	0.026*
O10	0.31873 (19)	0.50878 (8)	0.52107 (8)	0.0254 (3)
C10	0.5680 (4)	0.69679 (14)	0.93885 (14)	0.0379 (5)
H10A	0.5624	0.7412	0.8953	0.057*
H10B	0.6984	0.6895	0.9572	0.057*
H10C	0.4902	0.7146	0.9863	0.057*
C11	0.7473 (3)	0.41612 (12)	0.67128 (13)	0.0295 (4)
H11A	0.7450	0.3999	0.7303	0.044*
H11B	0.8774	0.4159	0.6511	0.044*
H11C	0.6729	0.3746	0.6390	0.044*
C12	0.6677 (3)	0.65206 (11)	0.48211 (11)	0.0214 (3)
C13	0.6622 (2)	0.74835 (11)	0.48349 (10)	0.0201 (3)
C14	0.6640 (2)	0.79339 (11)	0.41196 (11)	0.0215 (3)
H14	0.6658	0.8546	0.4177	0.026*
C15	0.6619 (3)	0.79287 (11)	0.56742 (11)	0.0224 (3)
H15A	0.5441	0.7800	0.5966	0.034*
H15B	0.6732	0.8555	0.5594	0.034*
H15C	0.7682	0.7720	0.6007	0.034*
C16	0.6635 (3)	0.75991 (11)	0.32443 (11)	0.0245 (4)
H16A	0.6156	0.8048	0.2868	0.037*
H16B	0.5826	0.7087	0.3210	0.037*
H16C	0.7918	0.7443	0.3081	0.037*
C17	0.2362 (3)	0.38217 (12)	0.70195 (12)	0.0251 (4)
H17A	0.165 (3)	0.3387 (14)	0.6752 (13)	0.018 (5)*
H17B	0.218 (3)	0.3870 (14)	0.7618 (15)	0.028 (6)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0248 (6)	0.0325 (6)	0.0203 (6)	−0.0019 (5)	0.0003 (5)	−0.0013 (5)
O2	0.0399 (8)	0.0341 (7)	0.0234 (6)	0.0069 (6)	0.0046 (6)	0.0021 (5)
O3	0.0268 (6)	0.0167 (5)	0.0218 (6)	0.0001 (5)	0.0052 (5)	0.0007 (5)
O4	0.0485 (8)	0.0216 (6)	0.0247 (6)	−0.0013 (6)	0.0106 (6)	−0.0019 (5)
C2	0.0347 (10)	0.0268 (8)	0.0156 (7)	−0.0025 (8)	0.0019 (7)	0.0039 (6)
C3	0.0355 (10)	0.0264 (9)	0.0214 (8)	−0.0034 (8)	−0.0035 (8)	0.0013 (7)
C3A	0.0269 (9)	0.0224 (8)	0.0219 (8)	−0.0020 (7)	−0.0054 (7)	0.0025 (7)
C4	0.0273 (9)	0.0230 (8)	0.0275 (9)	−0.0057 (7)	−0.0051 (7)	0.0015 (7)
C5	0.0221 (8)	0.0304 (9)	0.0286 (9)	−0.0043 (7)	−0.0033 (7)	0.0025 (7)
C5A	0.0206 (8)	0.0205 (8)	0.0251 (8)	0.0016 (6)	−0.0003 (7)	0.0015 (6)
C6	0.0248 (8)	0.0169 (7)	0.0261 (8)	0.0022 (6)	0.0045 (7)	0.0012 (7)
C7	0.0322 (9)	0.0173 (7)	0.0209 (8)	0.0030 (7)	0.0016 (7)	0.0002 (6)
C8	0.0279 (8)	0.0170 (7)	0.0231 (8)	0.0015 (6)	−0.0018 (7)	0.0004 (6)
C9	0.0216 (8)	0.0207 (8)	0.0230 (8)	0.0005 (7)	−0.0013 (7)	−0.0001 (6)
C9A	0.0211 (8)	0.0184 (7)	0.0188 (7)	0.0001 (6)	−0.0010 (6)	0.0019 (6)
C9B	0.0251 (9)	0.0206 (8)	0.0199 (8)	−0.0018 (7)	−0.0019 (6)	0.0027 (6)
O10	0.0308 (7)	0.0197 (6)	0.0258 (6)	0.0008 (5)	−0.0053 (5)	0.0020 (5)
C10	0.0463 (12)	0.0327 (10)	0.0348 (11)	−0.0077 (9)	0.0000 (10)	−0.0097 (9)
C11	0.0271 (9)	0.0261 (9)	0.0355 (10)	0.0064 (7)	−0.0023 (8)	0.0062 (8)
C12	0.0230 (8)	0.0204 (8)	0.0208 (8)	−0.0017 (7)	0.0022 (7)	−0.0003 (6)
C13	0.0183 (7)	0.0195 (7)	0.0225 (8)	−0.0017 (6)	0.0016 (7)	−0.0004 (6)
C14	0.0196 (8)	0.0200 (7)	0.0248 (8)	−0.0011 (6)	0.0004 (7)	−0.0002 (6)
C15	0.0239 (8)	0.0203 (7)	0.0230 (8)	−0.0013 (7)	0.0010 (7)	−0.0016 (6)
C16	0.0261 (9)	0.0261 (8)	0.0212 (8)	0.0014 (7)	0.0011 (7)	0.0007 (7)
C17	0.0234 (8)	0.0258 (8)	0.0262 (9)	−0.0036 (7)	−0.0017 (7)	−0.0006 (7)

Geometric parameters (Å, º) top

O1—C2	1.349 (2)	C8—O10	1.452 (2)
O1—C9B	1.466 (2)	C8—C9	1.481 (2)
O2—C2	1.206 (2)	C8—H8	1.0000
O3—C12	1.349 (2)	C9—C17	1.341 (3)
O3—C6	1.4510 (19)	C9—C9A	1.514 (2)
O4—C12	1.211 (2)	C9A—C9B	1.527 (2)
C2—C3	1.508 (3)	C9A—H9A	1.0000
C3—C10	1.522 (3)	C9B—H9B	1.0000
C3—C3A	1.533 (3)	C10—H10A	0.9800
C3—H3	1.0000	C10—H10B	0.9800
C3A—C4	1.525 (2)	C10—H10C	0.9800
C3A—C9B	1.535 (2)	C11—H11A	0.9800
C3A—H3A	1.0000	C11—H11B	0.9800
C4—C5	1.526 (3)	C11—H11C	0.9800
C4—H4A	0.9900	C12—C13	1.489 (2)
C4—H4B	0.9900	C13—C14	1.342 (2)
C5—C5A	1.556 (2)	C13—C15	1.512 (2)
C5—H5A	0.9900	C14—C16	1.496 (2)
C5—H5B	0.9900	C14—H14	0.9500
C5A—C6	1.537 (2)	C15—H15A	0.9800
C5A—C11	1.539 (2)	C15—H15B	0.9800
C5A—C9A	1.557 (2)	C15—H15C	0.9800
C6—C7	1.521 (3)	C16—H16A	0.9800
C6—H6	1.0000	C16—H16B	0.9800
C7—O10	1.439 (2)	C16—H16C	0.9800
C7—C8	1.477 (3)	C17—H17A	0.94 (2)
C7—H7	1.0000	C17—H17B	0.97 (2)

C2—O1—C9B	110.55 (14)	C17—C9—C8	118.92 (16)
C12—O3—C6	116.01 (13)	C17—C9—C9A	126.23 (16)
O2—C2—O1	121.42 (18)	C8—C9—C9A	114.83 (15)
O2—C2—C3	128.94 (17)	C9—C9A—C9B	113.11 (14)
O1—C2—C3	109.64 (16)	C9—C9A—C5A	110.09 (14)
C2—C3—C10	113.86 (17)	C9B—C9A—C5A	113.57 (14)
C2—C3—C3A	103.43 (14)	C9—C9A—H9A	106.5
C10—C3—C3A	117.94 (17)	C9B—C9A—H9A	106.5
C2—C3—H3	107.0	C5A—C9A—H9A	106.5
C10—C3—H3	107.0	O1—C9B—C9A	105.92 (13)
C3A—C3—H3	107.0	O1—C9B—C3A	106.01 (13)
C4—C3A—C3	116.74 (15)	C9A—C9B—C3A	115.22 (14)
C4—C3A—C9B	110.96 (14)	O1—C9B—H9B	109.8
C3—C3A—C9B	101.65 (15)	C9A—C9B—H9B	109.8
C4—C3A—H3A	109.0	C3A—C9B—H9B	109.8
C3—C3A—H3A	109.0	C7—O10—C8	61.44 (11)
C9B—C3A—H3A	109.0	C3—C10—H10A	109.5
C3A—C4—C5	107.78 (15)	C3—C10—H10B	109.5
C3A—C4—H4A	110.2	H10A—C10—H10B	109.5
C5—C4—H4A	110.2	C3—C10—H10C	109.5
C3A—C4—H4B	110.2	H10A—C10—H10C	109.5
C5—C4—H4B	110.2	H10B—C10—H10C	109.5
H4A—C4—H4B	108.5	C5A—C11—H11A	109.5
C4—C5—C5A	114.37 (16)	C5A—C11—H11B	109.5
C4—C5—H5A	108.7	H11A—C11—H11B	109.5
C5A—C5—H5A	108.7	C5A—C11—H11C	109.5
C4—C5—H5B	108.7	H11A—C11—H11C	109.5
C5A—C5—H5B	108.7	H11B—C11—H11C	109.5
H5A—C5—H5B	107.6	O4—C12—O3	122.45 (16)
C6—C5A—C11	107.32 (15)	O4—C12—C13	125.87 (16)
C6—C5A—C5	109.79 (14)	O3—C12—C13	111.64 (14)
C11—C5A—C5	109.24 (15)	C14—C13—C12	120.38 (15)
C6—C5A—C9A	108.03 (14)	C14—C13—C15	121.65 (15)
C11—C5A—C9A	110.64 (14)	C12—C13—C15	117.93 (15)
C5—C5A—C9A	111.71 (14)	C13—C14—C16	128.49 (15)
O3—C6—C7	110.69 (14)	C13—C14—H14	115.8
O3—C6—C5A	107.57 (13)	C16—C14—H14	115.8
C7—C6—C5A	114.02 (14)	C13—C15—H15A	109.5
O3—C6—H6	108.1	C13—C15—H15B	109.5
C7—C6—H6	108.1	H15A—C15—H15B	109.5
C5A—C6—H6	108.1	C13—C15—H15C	109.5
O10—C7—C8	59.73 (11)	H15A—C15—H15C	109.5
O10—C7—C6	116.08 (13)	H15B—C15—H15C	109.5
C8—C7—C6	120.00 (15)	C14—C16—H16A	109.5
O10—C7—H7	116.3	C14—C16—H16B	109.5
C8—C7—H7	116.3	H16A—C16—H16B	109.5
C6—C7—H7	116.3	C14—C16—H16C	109.5
O10—C8—C7	58.83 (11)	H16A—C16—H16C	109.5
O10—C8—C9	115.17 (14)	H16B—C16—H16C	109.5
C7—C8—C9	120.57 (16)	C9—C17—H17A	122.2 (13)
O10—C8—H8	116.5	C9—C17—H17B	122.1 (14)
C7—C8—H8	116.5	H17A—C17—H17B	115.5 (19)
C9—C8—H8	116.5

C9B—O1—C2—O2	172.91 (16)	O10—C8—C9—C9A	−52.2 (2)
C9B—O1—C2—C3	−8.26 (18)	C7—C8—C9—C9A	15.0 (2)
O2—C2—C3—C10	−28.0 (3)	C17—C9—C9A—C9B	1.8 (3)
O1—C2—C3—C10	153.32 (16)	C8—C9—C9A—C9B	−176.92 (15)
O2—C2—C3—C3A	−157.18 (18)	C17—C9—C9A—C5A	130.09 (19)
O1—C2—C3—C3A	24.10 (18)	C8—C9—C9A—C5A	−48.67 (19)
C2—C3—C3A—C4	92.11 (18)	C6—C5A—C9A—C9	65.44 (17)
C10—C3—C3A—C4	−34.6 (2)	C11—C5A—C9A—C9	−51.76 (19)
C2—C3—C3A—C9B	−28.74 (17)	C5—C5A—C9A—C9	−173.70 (14)
C10—C3—C3A—C9B	−155.42 (17)	C6—C5A—C9A—C9B	−166.57 (14)
C3—C3A—C4—C5	−179.07 (15)	C11—C5A—C9A—C9B	76.22 (19)
C9B—C3A—C4—C5	−63.29 (19)	C5—C5A—C9A—C9B	−45.71 (19)
C3A—C4—C5—C5A	55.2 (2)	C2—O1—C9B—C9A	−133.99 (14)
C4—C5—C5A—C6	118.63 (17)	C2—O1—C9B—C3A	−11.12 (17)
C4—C5—C5A—C11	−123.94 (17)	C9—C9A—C9B—O1	−78.72 (17)
C4—C5—C5A—C9A	−1.2 (2)	C5A—C9A—C9B—O1	154.87 (13)
C12—O3—C6—C7	−75.56 (18)	C9—C9A—C9B—C3A	164.45 (14)
C12—O3—C6—C5A	159.27 (14)	C5A—C9A—C9B—C3A	38.0 (2)
C11—C5A—C6—O3	−166.03 (14)	C4—C3A—C9B—O1	−99.98 (16)
C5—C5A—C6—O3	−47.40 (18)	C3—C3A—C9B—O1	24.83 (16)
C9A—C5A—C6—O3	74.64 (17)	C4—C3A—C9B—C9A	16.8 (2)
C11—C5A—C6—C7	70.81 (18)	C3—C3A—C9B—C9A	141.61 (15)
C5—C5A—C6—C7	−170.56 (14)	C6—C7—O10—C8	−111.03 (17)
C9A—C5A—C6—C7	−48.52 (18)	C9—C8—O10—C7	111.87 (18)
O3—C6—C7—O10	−36.6 (2)	C6—O3—C12—O4	8.5 (3)
C5A—C6—C7—O10	84.87 (18)	C6—O3—C12—C13	−169.25 (15)
O3—C6—C7—C8	−105.14 (17)	O4—C12—C13—C14	16.9 (3)
C5A—C6—C7—C8	16.3 (2)	O3—C12—C13—C14	−165.42 (16)
C6—C7—C8—O10	104.52 (16)	O4—C12—C13—C15	−160.91 (18)
O10—C7—C8—C9	−102.71 (17)	O3—C12—C13—C15	16.8 (2)
C6—C7—C8—C9	1.8 (2)	C12—C13—C14—C16	2.7 (3)
O10—C8—C9—C17	128.89 (18)	C15—C13—C14—C16	−179.63 (18)
C7—C8—C9—C17	−163.85 (17)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3A—H3A···O4ⁱ	1.00	2.45	3.353 (2)	149
C5—H5B···O3	0.99	2.33	2.752 (2)	105
C8—H8···O2ⁱⁱ	1.00	2.50	3.176 (2)	124
C9A—H9A···O3	1.00	2.58	3.010 (2)	106
C14—H14···O10ⁱⁱⁱ	0.95	2.57	3.423 (2)	149
C16—H16B···O4	0.98	2.45	2.862 (2)	105

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

Summary of short interatomic contacts (Å) in the title compound top

H15A···H16C	2.39	-1/2 + x, 3/2 - y, 1 - z
O2···H8	2.50	1/2 - x, 1 - y, 1/2 + z
O4···H3A	2.45	3/2 - x, 1 - y, -1/2 + z
H8···H10A	2.48	1 - x, -1/2 + y, 3/2 - z
H11B···H17A	2.40	1 + x, y, z

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Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methyl­idene-2-oxododeca­hydro­oxireno[2′,3′:6,7]naphtho­[1,2-b]furan-6-yl (Z)-2-methyl­but-2-enoate extracted from Ferula persica

Supporting information

Key indicators

checkCIF/PLATON results

Crystal structure and Hirshfeld surface analysis of (5aS,8aR)-3,5a-dimethyl-8-methylidene-2-oxododecahydrooxireno[2′,3′:6,7]naphtho[1,2-b]furan-6-yl (Z)-2-methylbut-2-enoate extracted from Ferula persica