Abstract
C13H20O4, monoclinic, P21 (no. 4), a = 9.7071(4) Å, b = 7.9026(4) Å, c = 17.3139(7) Å, β = 101.617(4)°, V = 1300.97(10) Å3, Z = 4, Rgt(F) = 0.0428, wRref (F 2) = 0.1145, T = 170 K.
The molecular structure is shown in the figure. Table 1 contains crystallographic data and Table 2 contains the list of the atoms including atomic coordinates and displacement parameters.

Data collection and handling.
Crystal: | Colourless block |
Size: | 0.14 × 0.12 × 0.11 mm |
Wavelength: | Cu Kα radiation (1.54184 Å) |
μ: | 0.74 mm−1 |
Diffractometer, scan mode: | SuperNova, ω |
θ max, completeness: | 74.0°, 99 % |
N(hkl) measured , N(hkl) unique, R int: | 8682, 4658, 0.031 |
Criterion for I obs, N(hkl) gt: | I obs > 2σ(I obs), 4401 |
N(param) refined: | 330 |
Programs: | CrysAlisPRO [1], SHELX [2], Olex2 [3] |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
Atom | x | y | z | U iso*/U eq |
---|---|---|---|---|
O1 | 1.08725 (18) | 0.6835 (3) | 0.34645 (12) | 0.0402 (5) |
O2 | 1.23020 (19) | 0.6143 (3) | 0.45897 (14) | 0.0482 (5) |
O3 | 0.7475 (2) | 0.6760 (3) | 0.45438 (12) | 0.0424 (5) |
O5 | 0.77090 (17) | 0.6169 (3) | 0.33230 (11) | 0.0345 (4) |
C2 | 1.1334 (3) | 0.6989 (4) | 0.42452 (18) | 0.0367 (6) |
C3 | 1.0489 (3) | 0.8307 (3) | 0.45787 (17) | 0.0344 (6) |
H3 | 1.097399 | 0.938915 | 0.456026 | 0.041* |
C3A | 0.9141 (3) | 0.8384 (3) | 0.39415 (17) | 0.0338 (6) |
H3A | 0.873584 | 0.952424 | 0.389899 | 0.041* |
C4 | 0.8033 (2) | 0.7056 (3) | 0.39990 (16) | 0.0326 (6) |
C6 | 0.8451 (3) | 0.6806 (4) | 0.27301 (16) | 0.0361 (6) |
H6 | 0.781295 | 0.752913 | 0.236034 | 0.043* |
C6A | 0.9629 (3) | 0.7889 (4) | 0.31918 (18) | 0.0376 (6) |
H6A | 0.983450 | 0.887528 | 0.289118 | 0.045* |
C7 | 1.0405 (3) | 0.8008 (4) | 0.54343 (18) | 0.0437 (7) |
H7A | 0.987753 | 0.890421 | 0.561122 | 0.066* |
H7B | 1.133762 | 0.798425 | 0.575231 | 0.066* |
H7C | 0.994856 | 0.694583 | 0.548029 | 0.066* |
C8 | 0.8901 (3) | 0.5330 (5) | 0.22822 (18) | 0.0439 (7) |
H8A | 0.951944 | 0.460366 | 0.264992 | 0.053* |
H8B | 0.943210 | 0.575643 | 0.190532 | 0.053* |
C9 | 0.7672 (3) | 0.4282 (4) | 0.18453 (18) | 0.0432 (7) |
H9A | 0.705407 | 0.401556 | 0.220419 | 0.052* |
H9B | 0.714098 | 0.495523 | 0.141862 | 0.052* |
C10 | 0.8119 (3) | 0.2655 (5) | 0.15098 (19) | 0.0486 (8) |
H10A | 0.872638 | 0.203010 | 0.192670 | 0.058* |
H10B | 0.865895 | 0.292244 | 0.111142 | 0.058* |
C11 | 0.6885 (3) | 0.1544 (5) | 0.1146 (2) | 0.0518 (8) |
H11A | 0.634095 | 0.129873 | 0.154518 | 0.062* |
H11B | 0.628370 | 0.217646 | 0.072922 | 0.062* |
C12 | 0.7276 (4) | −0.0112 (5) | 0.0808 (2) | 0.0574 (9) |
H12A | 0.778439 | 0.012370 | 0.039119 | 0.069* |
H12B | 0.789984 | −0.073802 | 0.121725 | 0.069* |
C13 | 0.6008 (5) | −0.1197 (6) | 0.0479 (4) | 0.0876 (15) |
H13A | 0.554580 | −0.151567 | 0.089786 | 0.131* |
H13B | 0.630697 | −0.219613 | 0.024309 | 0.131* |
H13C | 0.536855 | −0.056858 | 0.008823 | 0.131* |
O4 | 0.1561 (2) | 0.1287 (3) | 0.32783 (13) | 0.0481 (5) |
O6 | 0.2361 (2) | 0.3473 (3) | 0.26830 (12) | 0.0422 (5) |
O7 | 0.5501 (2) | 0.2728 (3) | 0.30764 (14) | 0.0455 (5) |
O8 | 0.6249 (2) | 0.0060 (3) | 0.31465 (15) | 0.0570 (6) |
C14 | 0.3813 (3) | 0.2592 (4) | 0.38767 (16) | 0.0338 (6) |
H14 | 0.362513 | 0.308640 | 0.436421 | 0.041* |
C15 | 0.2457 (3) | 0.2329 (4) | 0.32715 (16) | 0.0358 (6) |
C16 | 0.4784 (3) | 0.1061 (4) | 0.40498 (16) | 0.0352 (6) |
H16 | 0.545704 | 0.130226 | 0.453994 | 0.042* |
C17 | 0.5590 (3) | 0.1143 (4) | 0.33837 (18) | 0.0402 (6) |
C18 | 0.4631 (3) | 0.3814 (4) | 0.34591 (17) | 0.0376 (6) |
H18 | 0.519115 | 0.461850 | 0.382405 | 0.045* |
C19 | 0.3524 (3) | 0.4685 (4) | 0.28470 (17) | 0.0399 (6) |
H19 | 0.320368 | 0.570034 | 0.308398 | 0.048* |
C20 | 0.4169 (3) | −0.0673 (4) | 0.41417 (19) | 0.0446 (7) |
H20A | 0.348318 | −0.094214 | 0.367646 | 0.067* |
H20B | 0.372917 | −0.067236 | 0.459103 | 0.067* |
H20C | 0.490630 | −0.150319 | 0.421587 | 0.067* |
C21 | 0.3955 (4) | 0.5180 (5) | 0.2087 (2) | 0.0540 (9) |
H21A | 0.413329 | 0.415882 | 0.181238 | 0.065* |
H21B | 0.483006 | 0.580861 | 0.221367 | 0.065* |
C22 | 0.2878 (4) | 0.6241 (6) | 0.1537 (2) | 0.0609 (9) |
H22A | 0.316736 | 0.633139 | 0.103431 | 0.073* |
H22B | 0.198424 | 0.564967 | 0.144620 | 0.073* |
C23 | 0.2659 (5) | 0.8010 (6) | 0.1830 (3) | 0.0735 (12) |
H23Ca | 0.355969 | 0.858279 | 0.190662 | 0.088* |
H23Da | 0.242708 | 0.789112 | 0.234634 | 0.088* |
H23Ab | 0.353616 | 0.856551 | 0.206012 | 0.088* |
H23Bb | 0.202486 | 0.802948 | 0.219697 | 0.088* |
C24b | 0.1956 (13) | 0.8769 (15) | 0.0985 (7) | 0.061 (3) |
H24Ab | 0.252059 | 0.850390 | 0.059764 | 0.074* |
H24Bb | 0.101793 | 0.831474 | 0.080472 | 0.074* |
C25b | 0.1903 (14) | 1.0610 (16) | 0.1107 (9) | 0.076 (4) |
H25Ab | 0.283775 | 1.109544 | 0.124839 | 0.092* |
H25Bb | 0.137347 | 1.089139 | 0.150889 | 0.092* |
C26 | 0.1068 (5) | 1.1238 (8) | 0.0210 (3) | 0.102 (2) |
H26Da | 0.115877 | 1.225394 | 0.052051 | 0.153* |
H26Ea | 0.012026 | 1.082753 | 0.013740 | 0.153* |
H26Fa | 0.129269 | 1.147557 | −0.029395 | 0.153* |
H26Ab | 0.074868 | 1.238173 | 0.023818 | 0.153* |
H26Bb | 0.027667 | 1.051231 | 0.002810 | 0.153* |
H26Cb | 0.170201 | 1.117994 | −0.014901 | 0.153* |
C27a | 0.1559 (6) | 0.9217 (8) | 0.1350 (4) | 0.0460 (17) |
H27Aa | 0.067861 | 0.861813 | 0.117569 | 0.055* |
H27Ba | 0.138825 | 1.015419 | 0.168004 | 0.055* |
C28a | 0.2084 (6) | 0.9887 (10) | 0.0639 (4) | 0.053 (2) |
H28Aa | 0.215640 | 0.896346 | 0.027991 | 0.064* |
H28Ba | 0.301225 | 1.037608 | 0.080847 | 0.064* |
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aOccupancy: 0.590 (12), boccupancy: 0.410 (12)
1 Source of material
The title compound was isolated and purified from the secondary metabolites of Hypomontagnella monticulosa YX702. Colorless crystals were obtained by slow-evaporative solution of the methanol at room temperature.
2 Experimental details
All hydrogen atoms were placed in calculated positions and refined using a riding model with the relative isotropic parameters. U iso values of hydrogen atoms were set to 1.2 U eq of the parent atoms.
2.1 Comment
The endophytic fungus YX702 was isolated from mangrove tree Sonneratia apetala in Dongzhai harbor, Hainan Province, and identified as Hypomontagnella monticulosa by 18S DNA gene sequence [4]. The specimen was stored at Guangzhou Medical University, Guangzhou, P. R. China. YX702 was fermented statically by using modified rice medium (100 g rice, 0.4 g sea salts, 0.5 g glucose, 0.5 g yeast extract, and 200 mL distilled water) in a 1 L Erlenmeyer flask at 28 °C for 40 days. The culture was repetitively extracted with MeOH solvent, then the extract was further fractionated by silica gel chromatography using a stepwise isocratic solvent system according to the increasing polarity starting from 80 % petroleum/20 % ethyl acetate to 100 % methanol. Eight fractions (Fr. B–I) were obtained. The title compound was isolated and purified from Fraction D (50 % petroleum/50 % ethyl acetate) through silica gel column chromatography [5].
The structure of title compound was elucidated by MS and NMR data [6], [7], [8], [9], [10], and confirmed by X-ray crystallography. The X-ray crystallography data of the title compound was reported here for the first time. Bond lengths and angles are in the expected ranges.
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Author contributions: Yu-Xi Huang and Zan-Hong Chen are Co-first authors, and contributed equally to this work. All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: The Guangdong Natural Science Foundation (2023A1515010968), Guangzhou Education Bureau Yangcheng Scholars Project (202032774), the Undergraduate Improving Programs of Scientific Research and Innovation Ability in Guangzhou Medical University (02–408–2203–2026) and the High-level University Construction Fund of Guangdong Province (02–410–2206304, 02–410–2206272, 02–410–2206307).
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
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© 2023 the author(s), published by De Gruyter, Berlin/Boston
This work is licensed under the Creative Commons Attribution 4.0 International License.
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- Crystal structure of poly[(μ3-3, 5-dichloro-2-hydroxy-benzoato-κ4 Cl,O:O′:O″) silver(I)], C7H3AgCl2O3
- The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2
- Crystal structure of catena-[(μ3-bromido)-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N)copper(I)], C9H7BrCuN3O2
- The crystal structure of (E)-4-fluoro-N′-(1-(2-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2
Articles in the same Issue
- Frontmatter
- New Crystal Structures
- Crystal structure of a polymorph of potassium picrate, C6H2KN3O7
- The crystal structure of (1E,2E)-1,2-bis(quinolin-2-ylmethylene)hydrazine, C20H14N4
- 5-Amino-2-chloro-4-fluoro-N-(N-isopropyl-N-methylsulfamoyl) benzamide, C11H15O3ClFN3S
- Crystal structure of trans-N 1,N 8-bis(2-cyanoethyl)-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, C22H42N6
- The crystal structure of [N-{[2-(oxy)-4-methoxyphenyl](phenyl)methylidene}alaninato]-diphenyl-silicon(IV) – chloroform (1/1), C29H25NO4Si·CHCl3
- Crystal structure of tetracarbonyl-{μ-[N-(diphenylphosphanyl)-N,P,P-triphenylphosphinous amide]}-bis[μ-(phenylmethanethiolato)]diiron (Fe–Fe), C48H39Fe2NO4P2S2
- Crystal structure of baryte from Mine du Pradet (France)
- The crystal structure of [(2,2′-bipyridine-6-carboxylato-κ3 N,N,O)-(6-phenylpyridine-2-carboxylate-κ2 N,O)copper(II)] monohydrate, C23H17N3O5Cu
- Crystal structure of bis(μ-benzeneselenolato)-(μ-[N-benzyl-N-(diphenylphosphanyl)-P,P-diphenylphosphinous amide])-tetracarbonyl diiron (Fe–Fe), C47H37Fe2NO4P2Se2
- The crystal structure of diaqua-methanol-κ1 O- (3-thiophenecarboxylato-κO)-(2,2′-dipyridyl-κ2 N,N′)manganese(II) 3-thiophenecarboxylate, C21H22N2O7S2Mn
- Crystal structure of catena-poly[tetrakis(butyl)-μ2-2-((oxido(phenyl)methylene)hydrazineylidene)propanoato-κ4 O:O,O′,N-μ2-2-((oxido(phenyl)methylene)hydrazineylidene)propanoato-κ4 O,N,O′:N′-ditin(IV)], C34H50N6O6Sn2
- Crystal structure of 4-chloro-N′-[(1E)-(2-nitrophenyl)methylidene]benzohydrazide, C14H10ClN3O3
- The crystal structure of 3-(1′-deoxy-3′,5′-O-dibenzy-β-d-ribosyl)adenine dichloromethane solvate, C49H52Cl2N10O6
- The crystal structure of (Z)-4-amino-N′-(1-(o-tolyl)ethylidene)benzohydrazide, C16H17N3O
- The co-crystal structure of etoricoxib–phthalic acid (1/1), C18H15ClN2O2S·C8H6O4
- Crystal structure of (glycinto-κ 2 O,N ′)-[5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane-κ 4 N,N ′,N ″,N ‴]nickel(II) perchlorate monohydrate C18H42ClN5NiO7
- The crystal structure of catena-poly[bis(1-ethylimidazole-k1 N)-(μ 2-benzene-1-carboxyl-3,5-dicarboxylato-κ 2 O, O′)zinc(II)], C19H20N4O6Zn
- Crystal structure of 3-(thiazol-2-ylcarbamoyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid, C11H12N2O4S
- Rietveld structure analysis of keatite, a rare, metastable SiO2 polymorph
- Crystal structure of catena-poly[(μ2-isophthalato-k3 O,O′:O″)(4-(4-pyridyl)-2,5-dipyrazylpyridine-k3 N,N′,N″)cobalt(II)] trihydrate C26H22N6O7Co1
- Crystal structure of 3,5–di-O-benzoyl-1,2-O-isopropylidene-α–D-ribose, C22H22O7
- The crystal structure of fac-tricarbonyl(6-bromo-2,2-bipyridine-κ2 N,N)-(nitrato-κO)rhenium(I), C13H7BrN3O6Re
- The crystal structure of (E)-N′-(4-hydroxy-3-methoxybenzylidene)-2-naphthohydrazide monohydrate, C19H18N2O4
- The crystal structure of 5,5′-diselanediyl-bis(2-hydroxybenzaldehyde), C14H10O4Se2
- The crystal structure of catena-poly[diaqua-m2-dicyanido-κ2 C:N-dicyanido-κ1 C-bis(4-(pyridin-4-yl)benzaldehyde-κ1N)iron(II)-platinum(II), C28H22N6O4PtFe
- Redetermination of the crystal structure of 5,14-dihydro-6,17-dimethyl-8,15-diphenyldibenzo(b,i)(1,4,8,11)tetra-azacyclotetradecine, C32H28N4
- Crystal structure of poly[(μ3-2-(3,5-dicarboxyphenyl) benzimidazole-6-carboxylato-κ4O:O:O′:O″)lead(II)] monohydrate, C16H10N2O7Pb
- The crystal structure of fac-tricarbonyl(2-pyridin-2-yl-quinoline-κ2 N,N′)-(pyrazole-κN)rhenium(I)nitrate, C20H14N4O3ReNO3
- Crystal structure of dibromo-dicarbonyl-bis(tricyclohexylphosphine)-osmium(II) dichloromethane solvate, C38H66Br2O2OsP2
- Crystal structure of poly[bis(μ 2-2,6-bis(1-imidazoly)pyridine-κ 2 N:N′)copper(II)] diperchlorate dihydrate, C22H22Cl2CuN10O10
- The crystal structure of fac-tricarbonyl(N-benzoyl-N,N-cyclohexylmethylcarbamimidothioato-κ2 S,O)-(pyridine-κN)rhenium(I), C23H24N3O4ReS
- Crystal structure of (E)-7-fluoro-2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C17H12F2O
- Synthesis and crystal structure of 1-((3R,10S,13S, 17S)-3-((2-methoxyphenyl)amino)-10,13-dimethylhexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)ethan-1-one, C28H41NO2
- The crystal structure of fac-tricarbonyl((pyridin-2-yl)methanamino-κ2 N,N′)-((pyridin-2-yl)methanamino-κN)rhenium(I) nitrate, C15H16O3N4Re
- The crystal structure of (1-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)-N-((1-(4-vinylbenzyl)-1H-benzo[d]imidazol-2-yl)methyl)methanamine-κ 4 N,N′,N″,N‴)tris(nitrato-kO,O′)-erbium(III), C29H27ErN8O9
- Crystal structure of tetracene-5,12-dione, C18H10O2
- Crystal structure of (3R,3aS,6R,6aR)-6-hexyl-3-methyltetrahydrofuro[3,4-b]furan-2,4-dione, C13H20O4
- The crystal structure of N′1,N′3-bis((E)-thiophen-2-ylmethylene)isophthalohydrazide monohydrate, C18H16N4O3S2
- Crystal structure of methyl ((4-aminobenzyl)sulfonyl)-L-prolinate, C13H18N2O4S
- Crystal structure of (E)-3-(3-methoxybenzylidene)benzofuran-2(3H)-one, C16H12O3
- Synthesis and crystal structure (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C11H12BrNO2
- Synthesis and crystal structure of (S,E)-4-hydroxy-3-(2-((4aR,6aS,7R,10aS,10bR)-3,3,6a,10b-tetramethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethylidene)dihydrofuran-2(3H)-one, C23H34O5
- The crystal structure of N,N′-(1,2-phenylene)bis (2-((2-oxopropyl)selanyl)benzamide), C26H24N2O4Se2
- The crystal structure of 1-ethyl-2-nitro-imidazole oxide, C5H7N3O3
- The crystal structure of 2-(2-fluorophenyl)naphtho[2,1-d]thiazole, C17H10FNS
- Crystal structure of (E)-2,4-di-tert-butyl-6-(((2-fluorophenyl)imino) methyl)phenol, C21H26FNO
- Synthesis and crystal structure of 3-methyl-2-(methylthio)-4H-chromen-4-one, C12H12O2S
- Crystal structure of dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene-5,10-dione, C14H4O2S4
- The crystal structure of dimethyl 2,2ʹ-((adamantane-1,3-diylbis(4,1-phenylene)) bis(oxy))diacetate, C28H32O6
- The crystal structure of N-(6-chloro-2-methyl-2H-indazol-5-yl)acetamide, C10H10ClN3O
- Crystal structure of triaqua-(5-bromoisophthalato-κ1 O)-(2,2′-bipyridine-κ2 N:N′)nickel(II) hydrate, C18H19BrN2NiO8
- The crystal structure of 2-amino-4-carboxypyridin-1-ium perchlorate, C6H7ClN2O6
- The crystal structure of catena-poly[5-aminonicotinic acid-k1 N-m2-bromido-copper(I)], Cu(C6N2H6O2)Br
- The crystal structure of 2,2-bis(3-methoxyphenyl)-1-tosyl-1,2-dihydro- 2λ4,3λ4 -[1,3,2]diazaborolo[4,5,1-ij]quinoline - dichloromethane (1/1)
- The crystal structure of catena-poly[bis(6-phenylpyridine-2-carboxylato-κ2 N,O)-(μ2-4,4′-bipyridne-κ2 N:N)cadmium(II)], C34H24N4O4Cd
- The crystal structure of 5,7-dinitropyrazolo[5,1-b]quinazolin-9(4H)-one, C10H5N5O5
- Crystal structure of rac-1,8-bis(2-carbamoylethyl)-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, C22H46N6O2
- The crystal structure of (E)-N ′-(2-bromobenzylidene)-2-naphthohydrazide, C36H26Br2N4O2
- The crystal structure of 5-nitronaphthoquinone, C10H5NO4
- The crystal structure of (S, R p )-4–benzhydrylideneamino-12-(4-tert-butyl oxazolin-2-yl)[2.2]paracyclophane, C36H36N2O
- Synthesis and crystal structure of 2-(2-oxo-2-(o-tolyl)ethyl)-4H-chromen-4-one, C18H14O3
- Crystal structure of 2-(thiazol-2-yl)hexahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione, C11H10N2O3S
- Crystal structure of N-(diaminomethylene)-1-(dimethylamino)-1-iminiomethanaminium dichloride, C4H13Cl2N5
- Crystal structure of poly[(μ3-3, 5-dichloro-2-hydroxy-benzoato-κ4 Cl,O:O′:O″) silver(I)], C7H3AgCl2O3
- The crystal structure of tetrakis(1-isopropylimidazole-κ1 N)-[μ2- imidazole-4,5-dicarboxylato-κ4 O,N,O′,N′)]- trioxido-divanadium, C29H41N10O7V2
- Crystal structure of catena-[(μ3-bromido)-(1H-1,2,4-triazol-1-yl)benzoato-κ1 N)copper(I)], C9H7BrCuN3O2
- The crystal structure of (E)-4-fluoro-N′-(1-(2-hydroxyphenyl)propylidene)benzohydrazide, C16H15FN2O2