Startseite Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
Artikel Open Access

Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5

  • De-Li Xia , Ji-Peng Wang , Wen-Xiao Yu , Mei-Dan Wang , Hao-Xue Gao , Yao-Tian Cui und Gui-Ge Hou ORCID logo EMAIL logo
Veröffentlicht/Copyright: 2. Oktober 2024
Artikel downloaden (PDF)
Veröffentlichen auch Sie bei De Gruyter Brill
Manuskript einreichen Informationen für Autor*innen
Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 239 Heft 6

Abstract

C23H25NO5, monoclinic, Cc (no. 9), a = 21.2548(2) Å, b = 20.4713(1) Å, c = 16.7944(1) Å, β = 126.267(1)°, V = 5,891.79(10) Å3, Z = 12, Rgt (F) = 0.0240, wRref (F 2) = 0.0649, T = 293 K.

CCDC no.: 2375416

The crystal structure is shown in figure. Displacement ellipsoids are drawn at the 30 % probability level. There are three drug molecules.

Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters.

Table 1:

Data collection and handling.

Crystal: Yellow block
Size: 0.16 × 0.13 × 0.10 mm
Wavelength: Cu Kα radiation (1.54178 Å)
μ: 0.77 mm−1
Diffractometer, scan mode: Four-circle diffractometer, ω
θ max, completeness: 74.3°, >99 %
N(hkl)measured, N(hkl)unique, R int: 16,377, 7,213, 0.013
Criterion for I obs, N(hkl)gt: I obs > 2σ(I obs), 7,174
N(param)refined: 791
Programs: CrysAlisPRO, 1 SHELX 2 , 3
Table 2:

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

Atom x y z U iso*/U eq
C1 0.54398 (9) 0.35949 (7) 0.17591 (12) 0.0172 (3)
C2 0.61248 (9) 0.37213 (7) 0.28030 (11) 0.0167 (3)
C3 0.59643 (9) 0.37333 (7) 0.35678 (11) 0.0169 (3)
H3A 0.552902 0.402441 0.334431 0.020*
H3B 0.641730 0.390861 0.417946 0.020*
C4 0.57761 (10) 0.30619 (8) 0.37705 (11) 0.0202 (3)
H4A 0.625927 0.282273 0.420708 0.024*
H4B 0.553649 0.311751 0.410996 0.024*
C5 0.38819 (10) 0.27750 (8) 0.18550 (11) 0.0173 (3)
H5 0.385349 0.245559 0.222654 0.021*
C6 0.32083 (9) 0.30455 (8) 0.10286 (11) 0.0162 (3)
C7 0.32489 (9) 0.35432 (7) 0.04865 (11) 0.0162 (3)
H7 0.279526 0.373488 −0.004755 0.019*
C8 0.39724 (9) 0.37462 (7) 0.07556 (11) 0.0159 (3)
C9 0.46663 (9) 0.34612 (7) 0.15657 (11) 0.0157 (3)
C10 0.45983 (9) 0.29939 (7) 0.21119 (11) 0.0163 (3)
C11 0.33859 (10) 0.45167 (9) −0.05637 (12) 0.0265 (4)
H11A 0.307544 0.470036 −0.037633 0.040*
H11B 0.308902 0.418934 −0.106124 0.040*
H11C 0.353232 0.485501 −0.082071 0.040*
C12 0.23896 (10) 0.24172 (8) 0.12622 (12) 0.0212 (3)
H12A 0.258069 0.199541 0.124895 0.032*
H12B 0.184952 0.238316 0.100369 0.032*
H12C 0.268513 0.257338 0.193016 0.032*
C13 0.68063 (9) 0.38524 (8) 0.29453 (12) 0.0189 (3)
H13 0.677337 0.387661 0.236869 0.023*
C14 0.75851 (9) 0.39625 (8) 0.38481 (12) 0.0179 (3)
C15 0.81178 (10) 0.43401 (8) 0.38076 (12) 0.0188 (3)
H15 0.794998 0.454044 0.321544 0.023*
C16 0.88841 (9) 0.44233 (8) 0.46206 (12) 0.0180 (3)
H16 0.921835 0.468016 0.456703 0.022*
C17 0.91622 (9) 0.41241 (7) 0.55248 (11) 0.0156 (3)
C18 0.86251 (9) 0.37606 (8) 0.55776 (12) 0.0183 (3)
H18 0.878749 0.357238 0.617511 0.022*
C19 0.78640 (10) 0.36780 (8) 0.47622 (12) 0.0187 (3)
H19 0.752710 0.342773 0.481900 0.022*
C20 1.04693 (10) 0.45739 (8) 0.62867 (12) 0.0207 (3)
H20A 1.023136 0.499309 0.599205 0.025*
H20B 1.057404 0.435442 0.586458 0.025*
C21 1.12287 (10) 0.46767 (8) 0.73070 (13) 0.0245 (4)
H21A 1.158562 0.492693 0.724576 0.029*
H21B 1.112460 0.492745 0.770744 0.029*
C22 1.03072 (9) 0.35719 (8) 0.69108 (12) 0.0217 (3)
H22A 1.039939 0.329113 0.652418 0.026*
H22B 0.995968 0.334443 0.701253 0.026*
C23 1.10725 (10) 0.37099 (9) 0.78990 (13) 0.0260 (4)
H23A 1.097306 0.395375 0.830924 0.031*
H23B 1.131749 0.329998 0.822889 0.031*
C24 0.30430 (9) 0.10507 (7) 0.27271 (11) 0.0171 (3)
C25 0.37854 (9) 0.10832 (8) 0.37533 (11) 0.0167 (3)
C26 0.37005 (9) 0.11826 (7) 0.45764 (11) 0.0172 (3)
H26A 0.418239 0.105499 0.519723 0.021*
H26B 0.328873 0.090040 0.446490 0.021*
C27 0.35121 (9) 0.18851 (8) 0.46562 (11) 0.0197 (3)
H27A 0.327716 0.189488 0.500570 0.024*
H27B 0.399180 0.213598 0.503629 0.024*
C28 0.16168 (10) 0.21327 (7) 0.28023 (11) 0.0167 (3)
H28 0.163417 0.249245 0.315305 0.020*
C29 0.09116 (9) 0.18700 (8) 0.20363 (11) 0.0168 (3)
C30 0.08817 (9) 0.13104 (8) 0.15340 (11) 0.0174 (3)
H30 0.040305 0.113844 0.102019 0.021*
C31 0.15708 (9) 0.10142 (7) 0.18080 (11) 0.0167 (3)
C32 0.23070 (9) 0.12890 (7) 0.25507 (11) 0.0161 (3)
C33 0.23001 (9) 0.18456 (7) 0.30355 (11) 0.0158 (3)
C34 0.08455 (10) 0.01270 (9) 0.07284 (13) 0.0258 (4)
H34A 0.060411 0.003914 0.105226 0.039*
H34B 0.092615 −0.027624 0.050878 0.039*
H34C 0.051311 0.040663 0.017047 0.039*
C35 0.01753 (10) 0.26150 (8) 0.22797 (12) 0.0228 (3)
H35A 0.042466 0.245701 0.294070 0.034*
H35B −0.035776 0.272331 0.199639 0.034*
H35C 0.044332 0.299706 0.229313 0.034*
C36 0.44537 (9) 0.09920 (7) 0.38498 (12) 0.0184 (3)
H36 0.439314 0.091482 0.326226 0.022*
C37 0.52585 (9) 0.09955 (8) 0.47324 (12) 0.0180 (3)
C38 0.58103 (10) 0.05956 (8) 0.47722 (12) 0.0188 (3)
H38 0.564955 0.032979 0.423379 0.023*
C39 0.65846 (10) 0.05801 (8) 0.55801 (12) 0.0182 (3)
H39 0.692794 0.029938 0.557866 0.022*
C40 0.68625 (9) 0.09836 (7) 0.64075 (11) 0.0160 (3)
C41 0.63068 (10) 0.13844 (8) 0.63726 (13) 0.0227 (4)
H41 0.646427 0.164982 0.691016 0.027*
C42 0.55377 (10) 0.13920 (8) 0.55626 (13) 0.0224 (3)
H42 0.519124 0.166846 0.556425 0.027*
C43 0.81545 (9) 0.04824 (8) 0.73068 (12) 0.0177 (3)
H43A 0.806508 0.040821 0.667670 0.021*
H43B 0.802393 0.008376 0.749143 0.021*
C44 0.90069 (9) 0.06415 (8) 0.80789 (12) 0.0199 (3)
H44A 0.932090 0.026551 0.816953 0.024*
H44B 0.915531 0.100057 0.784479 0.024*
C45 0.87093 (10) 0.13710 (8) 0.88768 (12) 0.0209 (3)
H45A 0.884166 0.173433 0.863070 0.025*
H45B 0.882885 0.149701 0.950955 0.025*
C46 0.78463 (9) 0.12274 (8) 0.81608 (11) 0.0182 (3)
H46A 0.770381 0.089016 0.843290 0.022*
H46B 0.755063 0.161767 0.806675 0.022*
C47 0.16961 (9) 0.37269 (8) 0.46108 (12) 0.0192 (3)
C48 0.23909 (9) 0.38163 (8) 0.56663 (11) 0.0164 (3)
C49 0.22389 (9) 0.37692 (7) 0.64359 (11) 0.0154 (3)
H49A 0.178586 0.403183 0.622839 0.019*
H49B 0.268253 0.394731 0.705361 0.019*
C50 0.20997 (9) 0.30699 (8) 0.66056 (11) 0.0183 (3)
H50A 0.259718 0.284667 0.702138 0.022*
H50B 0.186202 0.307595 0.695170 0.022*
C51 0.02246 (10) 0.27728 (7) 0.47469 (11) 0.0169 (3)
H51 0.022896 0.243855 0.512507 0.020*
C52 −0.04731 (9) 0.30327 (7) 0.39494 (11) 0.0159 (3)
C53 −0.04799 (9) 0.35487 (7) 0.33958 (11) 0.0157 (3)
H53 −0.095119 0.372471 0.287162 0.019*
C54 0.02190 (9) 0.37952 (8) 0.36337 (11) 0.0158 (3)
C55 0.09430 (9) 0.35283 (8) 0.44247 (11) 0.0166 (3)
C56 0.09162 (9) 0.30264 (7) 0.49639 (11) 0.0156 (3)
C57 −0.04716 (10) 0.45801 (9) 0.23444 (12) 0.0254 (4)
H57A −0.075782 0.425675 0.183677 0.038*
H57B −0.037447 0.495120 0.208190 0.038*
H57C −0.077013 0.471412 0.257613 0.038*
C58 −0.12318 (10) 0.23662 (8) 0.42511 (13) 0.0210 (3)
H58A −0.097688 0.196715 0.429220 0.032*
H58B −0.176777 0.227791 0.397674 0.032*
H58C −0.097578 0.254916 0.489968 0.032*
C59 0.30757 (9) 0.39553 (8) 0.58245 (11) 0.0183 (3)
H59 0.305050 0.400264 0.525548 0.022*
C60 0.38516 (9) 0.40436 (8) 0.67481 (11) 0.0171 (3)
C61 0.44016 (9) 0.44181 (8) 0.67419 (11) 0.0176 (3)
H61 0.425046 0.462172 0.615834 0.021*
C62 0.51608 (9) 0.44948 (8) 0.75738 (11) 0.0158 (3)
H62 0.550225 0.475732 0.754158 0.019*
C63 0.54251 (9) 0.41832 (7) 0.84660 (11) 0.0144 (3)
C64 0.48718 (9) 0.38152 (8) 0.84801 (12) 0.0198 (3)
H64 0.502012 0.361544 0.906492 0.024*
C65 0.41160 (10) 0.37442 (8) 0.76481 (12) 0.0206 (3)
H65 0.377058 0.349028 0.768377 0.025*
C66 0.67605 (9) 0.45531 (7) 0.92134 (11) 0.0162 (3)
H66A 0.654804 0.496325 0.886285 0.019*
H66B 0.686704 0.427738 0.883629 0.019*
C67 0.75132 (9) 0.46800 (8) 1.02316 (11) 0.0181 (3)
H67A 0.788915 0.488663 1.016244 0.022*
H67B 0.740980 0.497617 1.059263 0.022*
C68 0.72923 (9) 0.38139 (9) 1.09220 (12) 0.0227 (3)
H68A 0.720476 0.412274 1.128522 0.027*
H68B 0.751147 0.341938 1.131477 0.027*
C69 0.65217 (9) 0.36539 (8) 0.99507 (11) 0.0185 (3)
H69A 0.659883 0.330958 0.961956 0.022*
H69B 0.615695 0.349637 1.007532 0.022*
N1 0.99378 (8) 0.41800 (6) 0.63684 (10) 0.0163 (3)
N2 0.76499 (8) 0.10101 (6) 0.72043 (9) 0.0162 (3)
N3 0.61937 (7) 0.42330 (6) 0.93090 (9) 0.0148 (3)
O1 0.52608 (7) 0.26799 (5) 0.28881 (8) 0.0197 (2)
O2 0.54943 (7) 0.35885 (6) 0.10744 (8) 0.0226 (2)
O3 0.40724 (7) 0.42268 (6) 0.02809 (8) 0.0198 (2)
O4 0.24695 (7) 0.28638 (5) 0.06716 (8) 0.0190 (2)
O5 1.15881 (7) 0.40724 (6) 0.77905 (9) 0.0237 (3)
O6 0.29864 (6) 0.21822 (5) 0.36984 (8) 0.0187 (2)
O7 0.30364 (7) 0.08440 (6) 0.20379 (8) 0.0250 (3)
O8 0.15808 (6) 0.04423 (6) 0.14049 (8) 0.0215 (2)
O9 0.01990 (7) 0.21180 (6) 0.16954 (9) 0.0216 (2)
O10 0.91687 (7) 0.08155 (5) 0.90072 (8) 0.0207 (2)
O11 0.16029 (7) 0.27136 (5) 0.56949 (8) 0.0192 (2)
O12 0.17361 (7) 0.37980 (8) 0.39210 (9) 0.0327 (3)
O13 0.02569 (6) 0.43088 (6) 0.31485 (8) 0.0199 (2)
O14 −0.11947 (7) 0.28203 (6) 0.36316 (8) 0.0198 (2)
O15 0.78328 (7) 0.40850 (6) 1.07735 (9) 0.0211 (2)

1 Source of material

According to the literature synthetic strategies, 4 , 5 morpholine (13.94 g, 0.16 mol) and potassium carbonate (27.64 g, 0.20 mol) have been stirred overnight at 313 K with N,N-dimethylformamide (10 mL) as solvent. Then p-fluorobenzaldehyde (2.48 g, 0.02 mol) was added to the mixture and the temperature was raised to 393 K for 5 h reflux reaction. Thin-layer chromatography (TLC, dichloromethane: methanol = 15:1, v:v) was used to observe the reaction process. After the reaction, the system was purified by extraction, vacuum distillation and silica gel column (dichloromethane: methanol = 20:1, v:v) to obtain the intermediate. Using 25 % sodium hydroxide solution (10 mL) as a catalyst, intermediate (0.96 g, 5.00 mmol) and 6,8-dimethoxy-3,4-dihydro-1-benzoxepin-5(2H)-one (1.11 g, 5.00 mmol) were dissolved in methanol (30 mL) for stirring about 5 h at 298 K. Then the mixture was filtered, and the residue was washed with 50 % methanol. The precipitate was collected and recrystallized from a dichloromethane and methanol solution (1:1, v:v) at room temperature to gain clear light yellow block crystals, (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one.

2 Experimental details

The H atoms were placed in idealized positions and treated as riding on their parent atoms, with d(C–H) = 0.96 Å (methyl), U iso(H) = 1.5U eq(C), and d(C–H) = 0.97 Å (methylene), U iso(H) = 1.2U eq(C), and d(C–H) = 0.93 Å (aromatic), U iso(H) = 1.2U eq(C).

3 Comment

In existing studies, 3,4-dihydro-1-benzoxepin-5(2H)-one derivatives have shown excellent anti-inflammatory activities. 4 , 5 It has been demonstrated that cytotoxicity can be decreased with the aid of introducing another pharmacophore, α,β-unsaturated ketone. 6 , 7 Based on these structural characteristics, a series of compounds obtained by the condensation reaction of aromatic aldehydes with 3,4-dihydro-1-benzoxepin-5(2H)-one have been reported. 8 Research shows that the better activity of the compound can be obtained by introducing the nitrogen-containing heterocycles. 9 So we introduced morpholine substituents at the C(17) position. In this study, intermediate was prepared by morpholine and p-fluorobenzaldehyde. Followed by a Claisen–Schmidt condensation reaction with 6,8-dimethoxy-3,4-dihydro-1-benzoxepin-5(2H)-one to afford the target compound, (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one.

Crystals were obtained by evaporation from an equal volume ratio solution of dichloromethane and methanol solution. The single-crystal structure analysis reveals that the title compound crystallizes in the monoclinic space group Cc. There are three molecules in the asymmetric unit (cf. figure). The pharmacophore of the compound is 3,4-dihydro-1-benzoxepin-5(2H)-one. In the C(2) position, it reacts with 4-morpholinobenzaldehyde to obtain α,β-unsaturated ketone. In first molecule, the bond lengths of O(2)=C(1) and C(2)=C(13) are respectively 1.222(2) and 1.348(2) Å, which are within the normal range of olefinic bonds. The torsion angle of O(2)=C(1)–C(2)=C(13) is about 2.3(2)°. The dihedral angle between the 3,4-dihydro-1-benzoxepin-5(2H)-one and the benzene ring is about 21.08(3)°. In second molecule, the bond lengths of O(7)=C(24) and C(25)=C(36) are 1.225(2) and 1.344(2) Å, respectively. The torsion angle of O(7)=C(24)–C(25)=C(36) is about 11.9(2)°. The dihedral angle between the 3,4-dihydro-1-benzoxepin-5(2H)-one and the benzene ring is about 17.66(3)°. In third molecule, the bond lengths of O(12)=C(47) and C(48)=C(59) are 1.220(2) and 1.346(2) Å, respectively. The torsion angle of O(12)=C(47)–C(48)=C(59) is about −2.5(2)°. The dihedral angle between the 3,4-dihydro-1-benzoxepin-5(2H)-one and the benzene ring is about 22.60(3)°. Moreover, the morpholine ring connected to the benzene ring displays “chair” conformation and the whole molecule has a linear structure. 10 , 11 In first molecule, the torsion angle of N(1)–C(20)–C(21)–O(5) and N(1)–C(22)–C(23)–O(5) are 57.09(18)° and −56.19(19)°, respectively. In second molecule, the torsion angle of N(2)–C(43)–C(44)–O(10) and N(2)–C(46)–C(45)–O(10) are 53.66(17)° and −56.84(17)°, respectively. In third molecule, the torsion angle of N(3)–C(66)–C(67)–O(15) and N(3)–C(69)–C(68)–O(15) are 58.28(17)° and −55.58(18)°, respectively.

Corresponding author: Gui-Ge Hou, School of Pharmacy, Binzhou Medical University, Yantai, 264003, P.R. China, E-mail:

  1. Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Shandong Laboratory Program (No. SYS202205), Shandong Provincial Natural Science Foundation (Nos. ZR2022MH159 and ZR2023MH190) and Shandong Province Science and Technology-based Small and Medium-sized Enterprises Innovation Capacity Enhancement Project (No. 2023TSGC0870).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Rigaku, OD. CrysAlisPRO; Rigaku Oxford Diffraction Ltd: Yarnton, Oxfordshire, England, 2017.Suche in Google Scholar

2. Sheldrick, G. M. A Short History of SHELX. Acta Crystallogr. 2008, A64, 112–122, https://doi.org/10.1107/s0108767307043930.Suche in Google Scholar PubMed

3. Sheldrick, G. M. Crystal Structure Refinement with SHELXL. Acta Crystallogr. 2015, C71, 3–8, https://doi.org/10.1107/s2053229614024218.Suche in Google Scholar

4. Gao, C. L.; Hou, G. G.; Liu, J.; Ru, T.; Xu, Y. Z.; Zhao, S. Y.; Ye, H.; Zhang, L. Y.; Chen, K. X.; Guo, Y. W.; Pang, T.; Li, X. W. Synthesis and Target Identification of Benzoxepane Derivatives as Potential Anti-neuroinflammatory Agents for Ischemic Stroke. Angew. Chem., Int. Ed. 2020, 59, 2429–2439; https://doi.org/10.1002/anie.201912489.Suche in Google Scholar PubMed

5. Yang, Y.; Gao, Z. F.; Hou, G. G.; Meng, Q. G.; Hou, Y. Discovery of Anti-neuroinflammatory Agents from 1,4,5,6-Tetrahydrobenzo[2,3]oxepino[4,5-d]pyrimidin-2-Amine Derivatives by Regulating Microglia Polarization. Eur. J. Med. Chem. 2023, 259, 115688; https://doi.org/10.1016/j.ejmech.2023.115688.Suche in Google Scholar PubMed

6. Li, W. X.; Yu, L.; Chi, J. B.; Wang, J. P.; Liu, Y. J.; Wang, C. H.; Zhang, M.; Hou, G. G. Discovery of Anti-inflammatory Agents from 3, 4-Dihydronaphthalene-1(2H)-One Derivatives by Inhibiting NLRP3 Inflammasome Activation. Eur. J. Med. Chem. 2024, 268, 116284; https://doi.org/10.1016/j.ejmech.2024.116284.Suche in Google Scholar PubMed

7. Li, Y. L.; Meng, Q. G.; Hou, G. G.; Geng, Z. K. Crystal Structure of 2-((2-fluoro-4-(trifluoromethyl)phenyl)(hydroxy)methyl)-7-methoxy-3,4-dihydronaphthalen-1((2H))-One, C19H16F4O3. Z. Kristallogr. N. Cryst. Struct. 2023, 238, 1157–1159; https://doi.org/10.1515/ncrs-2023-0373.Suche in Google Scholar

8. Li, N.; Yao, B.; Wang, C.; Meng, Q.; Hou, G. Synthesis, Crystal Structure and Activity Evaluation of Novel 3,4-dihydro-1-Benzoxepin-5(2H)-One Derivatives as Protein-Tyrosine Kinase (PTK) Inhibitors. Acta Crystallogr. 2017, C73, 1003–1009; https://doi.org/10.1107/s2053229617015145.Suche in Google Scholar PubMed

9. Marshall, C. M.; Federice, J. G.; Bell, C. N.; Cox, P. B.; Njardarson, J. T. An Update on the Nitrogen Heterocycle Compositions and Properties of U. S. FDA-Approved Pharmaceuticals (2013–2023). J. Med. Chem. 2024, 67, 11622–11655; https://doi.org/10.1021/acs.jmedchem.4c01122.Suche in Google Scholar PubMed

10. Yuan, X. Q.; Zhao, L. H.; Zhang, J. J.; Hou, G. G. Crystal Structure of (E)-7-methoxy-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C22H23NO3. Z. Kristallogr. N. Cryst. Struct. 2023, 238, 363–365; https://doi.org/10.1515/ncrs-2022-0578.Suche in Google Scholar

11. Luo, H. L.; Li, W. X.; Bai, X. Y.; Meng, Q. G.; Hou, Y. Crystal Structure of (E)-7-fluoro-2-(4-morpholinobenzylidene)-3,4-dihydronaphthalen-1(2H)-one, C21H20FNO2. Z. Kristallogr. N. Cryst. Struct. 2023, 238, 495–497; https://doi.org/10.1515/ncrs-2023-0053.Suche in Google Scholar
Received: 2024-08-02
Accepted: 2024-09-16
Published Online: 2024-10-02
Published in Print: 2024-12-17

© 2024 the author(s), published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution 4.0 International License.

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
https://doi.org/10.1515/ncrs-2024-0329
Creative Commons
BY 4.0

Artikel in diesem Heft

  1. Frontmatter
  2. New Crystal Structures
  3. Crystal structure of 3-nitrophenol-2,1,3-benzoselenadiazole (1/1), C12H9N3O3Se
  4. Crystal structure of diaqua-(hydroxido)-{μ-[2-(hydroxy)-5-[(4-nitrophenyl)diazenyl]benzoato]}-{2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoato}-(1,10-phenanthroline)-diterbium hydrate, C38H27.4N8O12.2Tb
  5. Crystal structure of poly[bis(μ3-3-fluoro-4-(1H-1,2,4-triazol-1-yl)benzoato-κ3 O:O′:N)cadmium(II)] – dimethylformamide (1/1), C21H17CdF2N7O5
  6. The crystal structure of 2-amino-N-(pyridin-2-yl)benzamide, C12H11N3O
  7. The crystal structure of 2,3-di(pyridin-2-yl)-2,3-dihydroquinazolin-4(1H)-one, C18H14N4O
  8. Crystal structure of 2-chloro-4-fluorobenzyl (R)-2-(6-methoxynaphthalen-2-yl)propanoate, C21H18ClFO3
  9. Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
  10. The crystal structure of 2-ethyl-1,1-dimethyl-1H-benzo[e]indole, C16H17N
  11. The crystal structure of (Z)-5-amino-N ′-hydroxy-1H-pyrazole-4-carboximidamide, C4H7N5O
  12. The crystal structure of 2,2,5-trimethyl-3-(4-(4-(5-phenyl-4,5-dihydroisoxazol-3-yl)thiazol-2-yl)phenyl)imidazolidin-4-one, C24H24N4O2S
  13. The crystal structure of tetrakis(μ2-acetato-κ2 O:O′)-bis[(4′-phenyl-4,2′:6′,4″-terpyridine-κ1 N)dicopper(II)], C25H21CuN3O4
  14. Crystal structure of poly(3-thiophenecarboxylato-κ 3 O,O′:O′)-(methanol-κO)cadmium(II), C11H10O5S2Cd
  15. The crystal structure of dichloridobis[4′-(p-methoxylphenyl)-4,2′:6′,4″-terpyridine-κN] zinc(II), C44H34Cl2N6O2Zn
  16. The crystal structure of 1-(2-carboxyethyl)-1H-imidazole 3-oxide
  17. Crystal structure of 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(3-(4-(((E)-pyridin-2-ylmethylene)amino)phenyl)urea), C45H47N13O4
  18. Crystal structure of a (E)-4-bromo-N-(4-(diethylamino)-2-hydroxybenzylidene) benzenaminium acetate ─ 4-bromoaniline (1/1)
  19. Crystal structure of 2,2′-(iminobis(methylene))bis(benzimidazolium) bis(p-toluenesulfonate), C30H31N5O6S2
  20. The crystal structure of alogliptinium meta-chlorobenzoate
  21. Crystal structure of 4-bromobenzyl 2-(6-methoxy-naphthalen-2-yl)propanoate, C21H19BrO3
  22. The hydrated double salt structure of (E)-4-(2-benzylidenehydrazine-1-carbonyl)pyridin-1-ium cation with 2-hydroxybenzoate and benzoate anions
  23. Crystal structure of (R)(R)-5-chloro-3-((S,1E,3E)-3,5-dimethyl-hepta-1,3-dien-1-yl)-7-methyl-6,8-dioxo-2,6,7,8-tetrahydroisoquinolin-7-yl acetate, C21H24ClNO4
  24. The crystal structure of bis(3-oxo-1,3-diphenylprop-1-en-1-olato-κ 2 O:O′)-bis(1,4-dioxane-κ 1 O)nickel(II), C38H38O8Ni
  25. Crystal structure of poly[aqua-(pyridine-3-carboxylato-κ1 N)(pyridine-3-carboxylato-κ2 O,O′) cadmium(II)] dihydrate, C12H14N2O7Cd
  26. The crystal structure of 4-(4-phenyl-5-(((1-(2,4,6-tribromophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-4H-1,2,4-triazol-3-yl)pyridine, C22H14Br3N7S
  27. The crystal structure of N-benzylquinoline-2-carbothioamide, C17H14N2S
  28. Crystal structure of bis(3-isopropylphenyl)-4,4′-bipyridinium dichloride dihydrate, C28H30N2⋅2Cl⋅2H2O
  29. The crystal structure of ethyl 2-amino-4-(cyanophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C19H18N2O4
  30. Crystal structure of (4R,10S)-6-hydroxy-7-isopropyl-4,10-dimethyl-1,2,3,5-hexahydro-6,10-epoxyazulen-9-one, C15H22O3
  31. The crystal structure of (E)-(2-(2-hydroxy-3-methoxybenzylidene)aminophenyl)arsonic acid, C14H14AsNO5
  32. The crystal structure of poly[(μ 2-2-aminoisophthalato-κ4O,O′:O″:O″′)-(N-methylpyrrolidone κ1O)-dioxido-uranium(VI)], C13H14N2O7U
  33. The crystal structure of the co-crystal isonicotinamide · terephthalic acid, C8H6O4·2(C6H6N2O)
  34. The crystal structure of (E)-1-phenyl-3-(p-tolylthio)but-2-en-1-one, C17H16OS
  35. The crystal structure of 4,5-bis((Z)-chloro(hydroxyimino)methyl)-1H-imidazol-3-ium chloride monohydrate
  36. The crystal structure of 1,2-bis(4-(dimethylamino)phenyl)ethane-1,2-dione. C18H20N2O2
  37. Crystal structure of 2-chloro-4-fluorobenzyl 2-acetoxybenzoate, C16H12ClFO4
  38. Crystal structure of methyl 1-phenyl-9H-pyrido[3,4-b]indole-3-carboxylate, C19H14N2O2
  39. Crystal structure of (3-(dimethoxymethyl)-5-methoxy-1H-indol-1-yl)(5-fluoro-2-iodophenyl)methanone, C19H17FINO4
  40. Crystal structure of tetrachlorido-bis(1-[(1H-triazole-1-yl)methyl]-1H-benzotriazole-κ2 N:N′)dicopper, C36H32Cu2N24Cl4
  41. Crystal structure of 2-(2,3-bis(4-methoxyphenyl)-1H-pyrrolo[2,3-b]quinoxalin-1-yl)anilin, C30H24N4O2
  42. Crystal structure of 5,7-dihydroxy-2-phenyl-4H-chromen-4-one–N,N-dimethylformamide(1/1), C18H17NO5
  43. The crystal structure of bis(μ 2-biphenyl-2,2′-dicarboxylato)-diaqua-bis(nitrato)-bis(2,2′:6′,2′′-terpyridine)dineodymium(III), C46H32I2N8Nd2O16
  44. Crystal structure of (Z)-4-amino-N ′-((4-chlorophenyl)(phenyl)methylene)benzohydrazide, C20H16ClN3O
  45. Crystal structure of (E)-6,8-dimethoxy-4-(4-morpholinobenzylidene)-3,4-dihydro-1-benzoxepin-5(2H)-one, C23H25NO5
  46. Crystal structure of (R)-2-((3-(3-aminopiperidin-1-yl)-6-methyl-5-oxo-1,2,4-triazin-4(5H)-yl) methyl)-4-fluorobenzonitrile benzoate monohydrate, C24H27FN6O4
  47. The crystal structure of [triaqua-(8-carboxymethoxy-quinoline-2-carboxylato-κ 3 N,O,O)copper(II)]monohydrate, C12H15NO9Cu
  48. Crystal structure of (((4-chlorophenyl)sulfonyl)glycinato-κ 2 N,O)bis(1,10-phenanthroline-κ 2 N,N′)cobalt(II) tetrahydrate, C32H30ClCoN5O8S
  49. Crystal structure of (((3-nitrophenyl)sulfonyl)-β-alaninato-κO)bis(2,2′-bipyridine-κ 2 N, N′)copper(II) 3-nitrobenzenesulfonate, C35H29CuN7O11S2
  50. Crystal structure of 3-phenoxybenzyl 2-(6-methoxynaphthalen-2-yl)propanoate, C27H24O4
  51. 6-(2′,3′-Dihydroxy-3′-methylbutyl)-7-methoxy-8-(3″-methylbut-2″-en-1″-yl)-2H-chromen-2-one, C20H26O5
  52. Crystal structure of bromido-(2,2′:6′,2″-terpyridine-4′-onato-κ3N)palladium(II) methanol solvate
  53. The crystal structure of ethyl 2-amino-(4-nitrophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate, C20H22N2O6
  54. Crystal structure of (1E,3E,5E)-1,6-bis(4-(pentyloxy)phenyl)hexa-1,3,5-triene, C28H36O2
  55. The crystal structure of tris(2-bromo-4-methylphenyl)amine, C21H18Br3N
  56. The crystal structure of 3-(2,5-dimethylanilino)-1-(2,5-dimethylphenyl)-4-methyl-1H-pyrrole-2,5-dione, C21H22N2O2
  57. Crystal structure of dicarbonyl (μ2-indole-2-carboxylato κ2 O:O′)tris(triphenylarsine-κAs)dirhodium(I) acetone solvate, C68H56As3NO5Rh2
  58. The crystal structure of 4-chloro-2-formylphenyl 4-methylbenzenesulfonate, C14H11ClO4S
  59. Crystal structure of 4-iodobenzyl 2-(6-methoxynaphthalen-2-yl) propanoate, C21H19IO3
Jetzt anmelden und 20% sparen
Institutioneller Zugang
Wie funktioniert Authentifizierung?
Haben Sie eine Idee, wie wir unsere Website verbessern können?
Bitte schreiben Sie uns.
© 2025 De Gruyter Brill
Heruntergeladen am 6.9.2025 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2024-0329/html
Button zum nach oben scrollen