Startseite Naturwissenschaften Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
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Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4

  • Karel Škoch , Ivana Císařová und Petr Štěpnička EMAIL logo
Veröffentlicht/Copyright: 13. Februar 2016
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Zeitschrift für Kristallographie - New Crystal Structures
Aus der Zeitschrift Zeitschrift für Kristallographie - New Crystal Structures Band 231 Heft 2

Abstract

C13H10O4, monoclinic, P21/n (no. 14), a = 9.3751(2) Å, b = 17.3340(3) Å, c = 13.3828(2) Å, β = 98.460(1)°, V = 2151.15(7) Å3, Z = 8, Rgt(F) = 0.0381, wRref(F2) = 0.1065, T = 150(2) K.

CCDC no.:: 1448007

The crystal structure is shown in the figure. Tables 1–3 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Colourless prism, size 0.26×0.44×0.57 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:1.06 cm−1
Diffractometer, scan mode:Bruker APEX-II CCD, φ and ω scans
2θmax:55°
N(hkl)measured, N(hkl)unique:20004, 4940
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 4116
N(param)refined:307
Programs:SHELX [2], PLATON [3], Bruker programs [12]
Table 2

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

AtomSitexyzUiso
H(4)4e0.38130.71640.89280.024
H(5)4e0.64220.67360.90490.029
H(6)4e0.80800.57450.89920.031
H(7)4e0.72710.44690.87960.030
H(8)4e0.48200.41730.86340.027
H(10A)4e0.01750.85330.92730.031
H(10B)4e0.00410.83830.80760.031
H(11)4e0.23530.90660.81230.034
H(12A)4e0.11780.98010.96570.044
H(12B)4e0.24561.01330.90520.044
H(24)4e0.86790.09440.83800.021
H(25)4e1.12710.13770.83800.026
H(26)4e1.29570.23730.85280.029
H(27)4e1.22350.36310.88400.029
H(28)4e0.98350.39120.89750.027
H(30A)4e0.4904−0.03610.79290.030
H(30B)4e0.5230−0.03770.91430.030
H(31)4e0.7218−0.10470.79420.031
H(32A)4e0.6230−0.16090.96660.041
H(32B)4e0.7426−0.20180.90510.041
Table 3

Atomic displacement parameters (Å2).

AtomSitexyzU11U22U33U12U13U23
O(1)4e0.27224(8)0.51074(5)0.86534(6)0.0183(4)0.0149(4)0.0310(4)−0.0011(3)0.0038(3)−0.0029(3)
O(2)4e0.04658(9)0.53976(5)0.87586(7)0.0196(4)0.0235(5)0.0498(6)−0.0046(4)0.0082(4)−0.0012(4)
O(3)4e−0.02882(9)0.69897(5)0.85453(7)0.0180(4)0.0256(5)0.0414(5)0.0021(4)0.0031(4)−0.0006(4)
O(4)4e0.16390(9)0.77693(5)0.88955(7)0.0215(4)0.0167(4)0.0423(5)0.0032(3)−0.0003(4)−0.0017(4)
C(2)4e0.1656(1)0.56485(7)0.87380(9)0.0180(5)0.0179(6)0.0237(6)0.0003(4)0.0040(4)−0.0016(4)
C(3)4e0.2115(1)0.64585(6)0.87909(8)0.0185(5)0.0159(5)0.0193(5)0.0005(4)0.0027(4)−0.0011(4)
C(4)4e0.3530(1)0.66373(7)0.88700(9)0.0204(6)0.0156(5)0.0230(6)−0.0016(4)0.0031(4)−0.0010(4)
C(4A)4e0.4613(1)0.60573(6)0.88685(8)0.0179(5)0.0176(5)0.0206(5)0.0010(4)0.0024(4)0.0001(4)
C(5)4e0.6096(1)0.62182(7)0.89628(9)0.0198(6)0.0216(6)0.0315(6)−0.0026(5)0.0025(5)0.0002(5)
C(6)4e0.7079(1)0.56337(8)0.8932(1)0.0166(5)0.0313(7)0.0300(6)0.0016(5)0.0031(5)0.0012(5)
C(7)4e0.6589(1)0.48726(7)0.88120(9)0.0237(6)0.0272(6)0.0235(6)0.0095(5)0.0041(5)−0.0011(5)
C(8)4e0.5140(1)0.46924(7)0.87161(9)0.0261(6)0.0190(6)0.0217(6)0.0023(5)0.0037(5)−0.0031(4)
C(8A)4e0.4163(1)0.52917(7)0.87425(8)0.0170(5)0.0189(5)0.0176(5)−0.0002(4)0.0023(4)0.0000(4)
C(9)4e0.0994(1)0.70767(7)0.87287(8)0.0196(5)0.0198(6)0.0196(5)0.0003(4)0.0032(4)−0.0005(4)
C(10)4e0.0728(1)0.84463(7)0.8707(1)0.0244(6)0.0204(6)0.0317(7)0.0067(5)0.0012(5)0.0012(5)
C(11)4e0.1722(1)0.91068(7)0.8615(1)0.0295(7)0.0224(6)0.0316(7)0.0035(5)0.0033(5)0.0048(5)
C(12)4e0.1792(2)0.97383(8)0.9158(1)0.0389(8)0.0232(7)0.0446(8)0.0023(6)−0.0009(6)0.0017(6)
O(21)4e0.77138(8)0.29801(4)0.88073(6)0.0161(4)0.0143(4)0.0338(5)−0.0002(3)0.0054(3)−0.0010(3)
O(22)4e0.54545(9)0.26721(5)0.88584(8)0.0170(4)0.0228(4)0.0551(6)0.0024(3)0.0074(4)−0.0066(4)
O(23)4e0.46878(9)0.10879(5)0.86341(8)0.0188(4)0.0234(5)0.0535(6)−0.0035(4)0.0125(4)−0.0025(4)
O(24)4e0.65796(9)0.03197(5)0.85072(7)0.0187(4)0.0143(4)0.0408(5)−0.0036(3)0.0037(4)−0.0004(3)
C(22)4e0.6632(1)0.24314(7)0.87635(9)0.0163(5)0.0165(5)0.0257(6)−0.0015(4)0.0026(4)−0.0014(4)
C(23)4e0.7052(1)0.16309(6)0.86072(8)0.0154(5)0.0152(5)0.0201(5)−0.0013(4)0.0019(4)0.0005(4)
C(24)4e0.8430(1)0.14636(6)0.85026(8)0.0186(5)0.0143(5)0.0197(5)0.0005(4)0.0023(4)0.0000(4)
C(24A)4e0.9525(1)0.20439(6)0.85700(8)0.0153(5)0.0168(5)0.0176(5)−0.0008(4)0.0012(4)0.0011(4)
C(25)4e1.0977(1)0.18895(7)0.84951(9)0.0174(5)0.0219(6)0.0252(6)0.0011(5)0.0032(4)0.0010(5)
C(26)4e1.1978(1)0.24776(7)0.85877(9)0.0147(5)0.0310(7)0.0266(6)−0.0021(5)0.0020(4)0.0032(5)
C(27)4e1.1540(1)0.32284(7)0.87697(9)0.0211(6)0.0255(6)0.0253(6)−0.0086(5)0.0003(5)0.0027(5)
C(28)4e1.0121(1)0.33999(7)0.88497(9)0.0236(6)0.0171(5)0.0268(6)−0.0034(5)0.0020(5)0.0004(5)
C(28A)4e0.9127(1)0.28013(7)0.87409(8)0.0155(5)0.0175(5)0.0193(5)−0.0004(4)0.0015(4)0.0013(4)
C(29)4e0.5948(1)0.10060(6)0.85796(9)0.0181(5)0.0159(5)0.0239(6)−0.0014(4)0.0037(4)−0.0002(4)
C(30)4e0.5678(1)−0.03611(7)0.8518(1)0.0234(6)0.0172(6)0.0350(7)−0.0078(5)0.0028(5)0.0013(5)
C(31)4e0.6651(1)−0.10313(7)0.8474(1)0.0304(7)0.0187(6)0.0291(6)−0.0048(5)0.0037(5)−0.0040(5)
C(32)4e0.6781(2)−0.16064(8)0.9124(1)0.0369(8)0.0225(6)0.0423(8)−0.0011(6)0.0043(6)0.0032(6)

Source of material

The compound was prepared according to the literature [1] and crystallized from hot ethyl acetate–hexane (1:10), affording colorless prisms.

Experimental details

The structure was solved by direct methods (SHELXS-97 [2]) and refined by full-matrix least-squares based on F2 (SHELXL-97 [2]). All hydrogen atoms were included in their theoretical positions (AFIX 43, 23 and 93 for the aromatic, methylene and terminal =CH2 H atoms, respectively) and further refined as riding atoms (SHELXL-97 [2]) with the Uiso values set to 1.2Ueq of their bonding carbon atoms. The structural drawing and all numerical parameters cited below were obtained from the PLATON program [3].

Discussion

The title compound was previously utilized as a substrate for decarboxylative allylation leading to 3-allylcoumarins [4] and for the preparation of 4-allyl coumarin derivatives via conjugate addition of tetraallytin [1]. It crystallizes with two crystallographically independent molecules in the asymmetric unit. Interatomic distances and angles determined for the title compound compare well with those reported for similar coumarin-3-carboxylate esters such as methyl 2-oxo-2H-chromene-3-carboxylate [5], ethyl 2-oxo-2H-chromene-3-carboxylate [6] and, mainly, (E)-3-phenylprop-2-ene-1-yl 2-oxo-2H-chromene-3-carboxylate [7]. Atoms constituting the 2H-1-benzopyrane moiety are coplanar within 0.064(1) Å and 0.033(1) Å for molecules 1 and 2, respectively. The directly bonded atoms O2/O22 and C9/C29 depart from the mean ring plane by 0.199(1)/0.016(1) Å and −0.137(1)/0.110(1) Å, respectively, which is in turn manifested in the torsion angles O2–C2–C3–C9 and O22–C22–C23–C29 being only −8.9(2)° and −1.7(2)°. The lactone and the 3-carboxyl carbonyl groups are mutually syn in both structurally independent molecules [cf. the torsion angles C2–C3–C9–O3 = −7.3(2)° for molecule 1, and C22–C23–C29–O23 = 3.2(2)° for molecule 2].

The individual molecules associate by means of soft C—H⋯O interactions, namely via hydrogen bonds C6–H6⋯O2i with C6⋯O2i = 3.2436(15) Å, and C26–H26⋯O22ii with C26⋯O22i = 3.2435(14) Å (i = 1 + x, y, z). Also detected can be an pair of C28–H28⋯O2i and C27–H27⋯O1i interactions (C28⋯O2i = 3.4816(15) Å and C27⋯O2i = 3.4512(15) Å). Albeit relatively long (i.e., weak), these interactions operate in supportive manner (pairs) and their stabilization influence is therefore combined. It is noteworthy that an inspection of the supramolecular structures of coumarin-3-carboxylate esters mentioned above and similar compounds (e.g.; 4-halophenyl 2-oxo-2H-chromene-3-carboxylates, where 4-halophenyl is 4-chlorophenyl [8], 4-bromophenyl [9]; menthyl 2-oxo-2H-chromene-3-carboxylate [10], and 4-(octyloxy)phenyl 2-oxo-2H-chromene-3-carboxylate [11]) revealed a whole palette of weak C–H⋯O hydrogen bond interaction that preferrentially involve the exocyclic carbonyl moiety. An interaction similar to the pairing via hydrogen bonds toward the coumarine oxygens could be so far detected only in the structure of the 4-(octyloxy)phenyl ester [11].

In addition to the hydrogen bond interactions, one molecule in the structure of the title compound associates by means of offset π⋯π stacking interactions of the benzene ring [C4A, C5, C6, C7, C8, C8A] with its inversion-related image with the centroid–centroid distance of 3.8188(7) Å.

Corresponding author: Petr Štěpnička, Department of Inorganic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 2030, CZ-12840 Prague, Czech Republic, e-mail:

Acknowledgements:

This work was supported by the Grant Agency of Charles University in Prague (project no. 108213).

References

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3. Spek, A. L.: Single-crystal structure validation with the program PLATON. J. Appl. Crystallogr. 36 (2003) 7–13.10.1107/S0021889802022112Suche in Google Scholar

4. Jana, R.; Trivedi, R.; Tunge, J. A.: Mild decarboxylative allylation of coumarins. Org. Lett. 11 (2009) 3434–3436.10.1021/ol901288rSuche in Google Scholar PubMed PubMed Central

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9. Devarajegowda, H. C.; Suchetan, P. A.; Srinivasa, H. T.; Sreenivasa, S.; Palakshamurthy, B. S.: Crystal structure of 4-bromophenyl-2-oxo-2H-chromene-3-carboxylate. Acta Crystallogr. E71 (2015) o326–o327.10.1107/S2056989015006738Suche in Google Scholar PubMed PubMed Central

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Received: 2015-9-8
Accepted: 2016-1-18
Published Online: 2016-2-13
Published in Print: 2016-6-1

©2016 Karel Škoch et al., published by De Gruyter.

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Artikel in diesem Heft

  1. Cover and Frontmatter
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  5. The crystal structure of 1,2-bis(2-pyrazinecarboxamido)-benzene, C16H12N6O2
  6. Redetermination of the crystal structure of 3-bromobenzoic acid, C7H5BrO2
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  43. Crystal structure of 2-methoxy-6-(((2-(1-methyl-1H-benzo[d] imidazol-2-yl)phenyl)imino)methyl)phenol — ethanol (1/1), C24H25N3O3
  44. Crystal structure of 2-(bis(methylthio)methylene)-1-phenylbutane-1,3-dione, C13H14O2S2
  45. Crystal structure of (E)-2-(bis(methylthio)methylene)-1-phenyl-3-(2-phenylhydrazono)butan-1-one, C19H20N2OS2
  46. Crystal structure of dichlorido(2-(1-methyl-1H-benzo[d]imidazol-2-yl)aniline-κ2N,N′)zinc(II)
  47. Crystal structure of bis(1-methyl-1H-tetrazole-5-thiolato)mercury(II)
  48. Crystal structure of (E)-2-styryl-1-ferrocenylsulfonyl-1H-imidazo[4,5-b]pyridine, C24H19FeN3O2S
  49. Crystal structure of aquabis(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)copper(II) thiophene-2,5-dicarboxylate trihydrate, [Cu(C17H18N3FO3)2(H2O)](C6H2SO4)·3(H2O)
  50. Crystal structure of 2-amino-4-(2,6-dichlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16Cl2N2O2
  51. Crystal structure of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5·5·0·05·9·03·11]dodecane 1/3 hydrate, C6H8N12O13
  52. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ2O,O′)(triphenylarsine-κAs)rhodium(I), C25H20AsN2O3Rh
  53. The crystal structure of 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone, C14H10Cl2O2
  54. Crystal structure of N,N-diethyl-2-(2-(6-(4-methoxybenzyl)-7-oxo-7H-thiazolo[3,3-b][1,2,4]triazin-3-yl)phenoxy)acetamide, C25H26N4O4S
  55. Crystal structure of tetraqua((E)-4,4′-(diazene-1,2-diyl)bis(5-oxo-4,5-dihydro-1,2,4-triazol-1-ide)-κ2N:O)barium(II), C4H10N8O6Ba
  56. Crystal structure of 2-amino-4-(3-phenoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C22H18N2O3
  57. Crystal structure of diethylammonium 5-((4-fluorophenyl)(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate, C23H30FN5O6
  58. Crystal structure of 2-amino-4-(3,5-difluoro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12F2N2O2
  59. Crystal structure of tris(N-nitroso-N-oxyanilino-κ2O, O′) oxidoniobium(V), C18H15N6O7Nb
  60. Crystal structure of 1-(5-benzoyl-4-methyl-2-(phenylamino)thiophen-3-yl)ethan-1-one, a structure with Z′ = 6, C20H17NO2S
  61. Crystal structure of diethyl-3-methyl-4-phenylthieno[2,3-b]thiophene-2,5-dicarboxylate, C19H18O4S2
  62. Crystal structure of 3,5-dicarboxybenzoate — benzene-1,3,5-tricarboxylic acid (1/1), C24H22N2O12
  63. The crystal structure of 2-chloro-1,3-bis(2,4,6-trimethylphenyl)-4,4-dimethyl-1,3,2λ3,4-diazaphosphasiletidine
  64. Crystal structure of hexaquamanganese(II) bis(hexaborato-κ3O,O′,O′′)manganese(II) dihydrate, B12H28Mn2O34
  65. Crystal structure of 1-propyl-3-methylimidazolium pentaborate, [C7H13N2][B5O6(OH)4]
  66. Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4
  67. Crystal structure of 1-(2-chlorophenyl)-2-(2-nitrophenyl)ethan-1-ol, C14H12ClNO3
  68. Crystal structure of (Z)-2-((2-bromo-1-phenylvinyl)oxy)benzonitrile, C15H10BrNO
  69. Crystal structure of tetrachlorido(1E,1′E)-N,N′-((1,4-phenylenebis(propane-2,2-diyl))bis(4,1-phenylene))bis(1-(pyridin-2-yl-κN)methanimine-κN)dizinc(II), C36H34N4Zn2Cl4
  70. Crystal structure of 2,6-bis(3-methylpyridinyl)hexahydro-4,8-ethenopyrrolo-[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone, C24H20N4O4
  71. Crystal structure of trans-bis(2-methylmaleato-κ2O,O′) bis(piperazinium-κN) cobalt(II) trihydrate, C18H36CoN4O11
  72. Crystal structure of (E)-4-chloro-N′-(4-(diethylamino)benzylidene)benzohydrazide, C18H20ClN3O
  73. Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5
  74. Crystal structure of 4-(4-pyridinyl)-1-naphthoic acid, C16H11NO2
  75. Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2
  76. Crystal structure of N′-(adamantan-2-ylidene)pyridine-3-carbohydrazide, C16H19N3O
  77. Crystal structure of 1,1′-(butane-1,4-diyl)bis(5-methyl-1H-pyrazole-3-carbaldehyde), C14H18N4O2
  78. Crystal structure of methyl 8-hydroxy-3-isopropyl-5a,8-dimethyl-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate, C21H34O3
  79. Crystal structure of 6-oxo-4-propyl-2-(propylthio)-1,6-dihydropyrimidine-5-carbonitrile, C11H15N3OS
  80. Crystal structure of poly[diacetato(μ2-1,4-bis(1H-imidazol-1-yl)benzene-κ2N:N′)nickel(II)], C26H22N8NiO4
  81. Crystal structure of bis(2,4-dibromo-6-{(E)[(4-fluorobenzyl)imino]methyl}phenolato-κ2N,O) copper(II), C28H18Br4F2N2O2Cu
  82. Crystal structure of 1-(adamantan-1-yl)-3-phenylthiourea, C17H22N2S
  83. Crystal structure of 3-(6-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyridin-2-yl)-1-phenyl-1H-pyrazol-5-amine – dioxan (2/1), C25H23N7O
  84. Crystal structure of 5-ethyl-6-[(3-methylphenyl)sulfanyl]pyrimidine-2,4(1H,3H)-dione, C13H14N2O2S
  85. Crystal structure of (((1E,1′E)-(cyclohexane-1,2-diylbis(azanylylidene-κ2N,N′))bis(methanylylidene))bis(2,1-phenylene))bis((2,6-diisopropylphenyl)amide-κ2N′′,N′′′)manganese(II), C44H54N4Mn
  86. Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
  87. Crystal structure of bis(μ2-2-((3-methylphenyl)imino)methylphenolato-κ2N,O:O)hexacarbonyldimanganese(I), C34H24Mn2N2O8
  88. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxybut-2-en-1-one C9H12N2O2
  89. Crystal structure of 2,2′-[pentane-1,5-diylbis(oxy)]dibenzaldehyde, C19H20O4
  90. Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S
  91. Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N
  92. Crystal structure of ethyl 2-amino-5-bromothiazole-4-carboxylate, C6H7BrN2O2S
  93. Crystal structure of 2-benzylisothiouronium tetraphenylborate, C32H31BN2S
  94. Crystal structure of poly[(μ2-biphenyl-2,2′-dicarboxylato-κ4O,O′:O′′,O′′′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C24H16CuN2O4
  95. Crystal structure of (η5-pentamethylcyclopentadienyl)titanium(III)dichloride (THF), C14H23Cl2OTi
  96. Crystal structure of 3-ferrocenylsulfonyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridine, C23H19FeN3O3S
  97. Crystal structure of 2-benzoyl-3-(4-fluorophenyl)cyclopropane-1,1-dicarbonitrile, C18H11FN2O
  98. Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
  99. Crystal structure of N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarboxamide with Z′ = 4, C13H12N4O2
  100. Crystal structure of N,N-bis(diphenylphosphanyl)cyclohexylamine, C30H31NP2
  101. Crystal structure of 3-(4-hydroxy-3-methoxyphenyl)-N-phenylpropanamide, C16H17NO3
  102. Crystal structure of 6-(2-fluorophenyl)-3-phenyl-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazole, C15H9FN4S
  103. Crystal structure of catena-poly[aqua(dicyanoazanido-2κN-μ2-dicyanoazanido-1κN:2κN′)(μ2-2-methoxy-6-(((2-((3-methoxy-2-oxidobenzylidene)amino)ethyl)imino)methyl)phenolato-1κ2N,N′,2κ2O,O′,1κ2O′′,O′′′:2κ2O′′,O′′′)cadmium(II)copper(II)], C22H20CdCuN8O5
https://doi.org/10.1515/ncrs-2015-0209
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Artikel in diesem Heft

  1. Cover and Frontmatter
  2. Crystal structure of fac-hexacarbonylbisμ2-(3-carboxy-3′-carboxylato-2,2′-bipyridine)-κ3N,N′:O-dirhenium(I) tetrahydrate, C30H22N4O18Re2
  3. The crystal structure of bis(4-(2,4-dimethylphenyl)piperazin-1-yl)methane, C25H36N4
  4. Crystal structure of bis(triphenylphosphine-κP)bis(μ2-1H,1′H-2,2′-biimidazole-κ3N,N′:N′)disilver(I) bis(tetrafluoroborate), C48H42Ag2B2F8N8P2
  5. The crystal structure of 1,2-bis(2-pyrazinecarboxamido)-benzene, C16H12N6O2
  6. Redetermination of the crystal structure of 3-bromobenzoic acid, C7H5BrO2
  7. Crystal structure of bis(ethyltriphenylphos-phonium) tetrabromidocuprate(II), (C20H20P)2[CuBr4]
  8. Crystal structure of 2-(4-bromophenyl)-1,3-dimethyl-2,3-dihydro-1H-perimidine, C19H17BrN2
  9. Crystal structure of trans-diaqua-bis(3-(pyrazin-2-yl)-5-(pyridin-4-yl)1,2,4-triazol-1-ido-κ2N,N′)-cobalt(II),C22H18CoN12O2
  10. Crystal structure of hexaaquamanganese(II) bis((E)-4-((4-(dimethylamino)phenyl)diazenyl)benzenesulfonate), C28H40MnN6O12S2
  11. Crystal structure of butyl 2-(3,5-dimethyl-1,1-dioxido-2H-1,2,6-thiadiazin-4-yl)benzoate, C16H20N2O4S
  12. Crystal structure of hexaaquabis(μ2-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)bis(μ3-3-(6-carboxylatopyridin-2-yl)-5-(pyrazin-2-yl)-1,2,4-triazol-1-ido)tetra-manganese(II) dihydrate, C48H40Mn4N24O16
  13. Crystal structure of catena-poly[diaqua-bis(μ2-1,3-di(pyridin-4-yl)propane-κ2N:N′)cadmate(II)] bis(2-aminoisonicotinate) tetrahydrate, C38H50CdN8O10
  14. Crystal structure of succinic acid — 4-((pyridin-4-ylmethyl)sulfanylpyridine (1/1), C15H16N2O4S
  15. Crystal structure of tetrakis(μ2-acetato-κ2O:O′)bis(2-((pyridin-4-ylmethyl)sulfanyl)pyridine-κN)dicopper(II), C30H32N4O8S2Cu2
  16. Crystal structure of 1-((2R,3S)-2,3-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)-2-phenoxyethan-1-one, C18H19NO3
  17. Crystal structure of tetramethylammonium sulfanilate, C10H18N2O3S
  18. Crystal structure of triethylammonium 2′-carboxy-[1,1′-biphenyl]-2-carboxylate, C20H25NO4
  19. Crystal structure of 2-(4-acetyl-2,6-dimethylphenyl)-5,6-dichloro-1H-isoindole-1,3(2H)-dione, C18H13Cl2NO3
  20. Crystal structure of diaqua-bis(μ3-2-methyl-6-oxidopyridinium-4-carboxylato-κ3O:O′:O′′)neodymium(III) chloride, C14H16ClN2O8Nd
  21. Crystal structure of 5-methoxy-4-methyl-2-(2-methylbenzyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, C12H15N3O2
  22. The crystal structure of 1-(4-(2-chloroethoxy)phenyl)ethanone
  23. Crystal structure of (E)-4-(2-(4-(diethylamino)phenyl)diazen-1-ium-1-yl)benzenesulfonate monohydrate
  24. Crystal structure of 2,2′-[(1E)-prop-1-ene-1,2-diyldisulfanediyl]bis(5-methyl-2,5-dihydro-1,3,4-thiadiazole, C9H10N4S4
  25. Crystal structure of poly [μ2-acetato-κ3-O,O′:O′)diaqua(μ3-isophthalato-κ4O,O′:O′′:O′′′)cerium(III)] monohydrate (C10H13O9Ce)
  26. Crystal structure of tris((2-(2,2-dicyanovinyl)phenoxy)ethyl)amine, C36H27N7O3
  27. Crystal structure of catena[diaqua-bis(μ2-1,3-bis((1H-tetrazol-1-yl)methyl)benzene-κ2N:N′)copper(II)] dinitrate, C20H24CuN18O8
  28. Crystal structure of (4-(1H-imidazol-5-yl)benzoic acid-κN) (4-(1H-imidazol-5-yl)benzoato-κN)silver(I), C20H15N4O4Ag
  29. Crystal structure of 2-amino-3-cyano-7,7-dimethyl-5-oxo-4-(3,4,5-trifluorophenyl)-4H-5,6,7,8-tetrahydrobenzo[b]pyran, C18H15F3N2O2
  30. Crystal structure of (2-(2-chlorophenyl)-5-ethyl-1,3-dioxan-5-yl)methanol hemihydrate, C13H17ClO3 · 0.5 H2O
  31. Crystal structure of catena-poly[diaqua-bis(benzene-1,2,4,5-tetracarboxylato-κN)(m2-2-(1H-1,2,4-trizol-1-ylmethyl)-1H-3,1-benzimidazol-3-ium-κ2O:O′)zinc(II)] dihydrate, C30H30N10O12Zn
  32. Crystal structure of [2,2′-((((ethane-1,2-diylbis(oxy-κ2O,O′))bis(2,1-phenylene))bis(azanylylidene-κ2N,N′))bis(methanylylidene))diphenolato-κ2O′′,O′′′]zinc(II), C28H22N2O4Zn
  33. Crystal structure of (E)-1-(3,4-dimethoxyphenyl)-3-(dimethylamino)prop-2-en-1-one, C13H17NO3
  34. Crystal structure of bis(2-fluoro-4-nitrophenyl) terephthalate C20H10F2N2O8
  35. Crystal structure of catena-[aqua((4-carboxyphenyl)acetato-κO)(μ2-(4-carboxyphenyl)acetato-κ2O:O′)bis(4,4′-ethene-1,2-diyldipyridine-κN)manganese(II)], C42H36N4O9Mn
  36. Crystal structure of N′-(2-hydroxybenzylidene)-3,4-dimethyl-1H-pyrrole-2-carbohydrazide, C14H15N3O2
  37. Crystal structure of bis(8-ethyl-5-oxo-2-(piperazin-4-ium-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato-κ2O,O′)copper(II) benzene-1,4-dicarboxylate dihydrate, C36H42CuN10O12
  38. Crystal structure of diaquabis(μ2-biphenyl-2,2′-dicarboxylato-κ2O:O′)bis(1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylato)zinc(II), C60H56N6Zn2O16F2
  39. Crystal structure of 2-amino-4-(4-fluorophenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H13FN2O2
  40. The crystal structure of hexaqua(μ2-3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-1κ2O,O′;2κO′)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κO)(3-(3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)propanoato-κ2O,O′)digadolinium(III) octahydrate, C60H76Gd2N18O32
  41. Crystal structure of hexacarbonyl bis(μ2-2-methoxybenzenethiolato-κ2S)pyridine(triphenylphosphane)dirhenium(I), C43H34NO8PS2Re2
  42. Crystal structure of 14-((1-(benzyloxycarbonyl-amino)-2-methylpropan-2-yl)sulfanyl)acetate Mutilin, C34H49NO6S
  43. Crystal structure of 2-methoxy-6-(((2-(1-methyl-1H-benzo[d] imidazol-2-yl)phenyl)imino)methyl)phenol — ethanol (1/1), C24H25N3O3
  44. Crystal structure of 2-(bis(methylthio)methylene)-1-phenylbutane-1,3-dione, C13H14O2S2
  45. Crystal structure of (E)-2-(bis(methylthio)methylene)-1-phenyl-3-(2-phenylhydrazono)butan-1-one, C19H20N2OS2
  46. Crystal structure of dichlorido(2-(1-methyl-1H-benzo[d]imidazol-2-yl)aniline-κ2N,N′)zinc(II)
  47. Crystal structure of bis(1-methyl-1H-tetrazole-5-thiolato)mercury(II)
  48. Crystal structure of (E)-2-styryl-1-ferrocenylsulfonyl-1H-imidazo[4,5-b]pyridine, C24H19FeN3O2S
  49. Crystal structure of aquabis(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2O,O′)copper(II) thiophene-2,5-dicarboxylate trihydrate, [Cu(C17H18N3FO3)2(H2O)](C6H2SO4)·3(H2O)
  50. Crystal structure of 2-amino-4-(2,6-dichlorophenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C18H16Cl2N2O2
  51. Crystal structure of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5·5·0·05·9·03·11]dodecane 1/3 hydrate, C6H8N12O13
  52. Crystal structure of monocarbonyl(N-nitroso-N-oxido-phenylamine-κ2O,O′)(triphenylarsine-κAs)rhodium(I), C25H20AsN2O3Rh
  53. The crystal structure of 1-(4-(4-chlorophenoxy)-2-chlorophenyl)ethanone, C14H10Cl2O2
  54. Crystal structure of N,N-diethyl-2-(2-(6-(4-methoxybenzyl)-7-oxo-7H-thiazolo[3,3-b][1,2,4]triazin-3-yl)phenoxy)acetamide, C25H26N4O4S
  55. Crystal structure of tetraqua((E)-4,4′-(diazene-1,2-diyl)bis(5-oxo-4,5-dihydro-1,2,4-triazol-1-ide)-κ2N:O)barium(II), C4H10N8O6Ba
  56. Crystal structure of 2-amino-4-(3-phenoxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C22H18N2O3
  57. Crystal structure of diethylammonium 5-((4-fluorophenyl)(6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate, C23H30FN5O6
  58. Crystal structure of 2-amino-4-(3,5-difluoro-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, C16H12F2N2O2
  59. Crystal structure of tris(N-nitroso-N-oxyanilino-κ2O, O′) oxidoniobium(V), C18H15N6O7Nb
  60. Crystal structure of 1-(5-benzoyl-4-methyl-2-(phenylamino)thiophen-3-yl)ethan-1-one, a structure with Z′ = 6, C20H17NO2S
  61. Crystal structure of diethyl-3-methyl-4-phenylthieno[2,3-b]thiophene-2,5-dicarboxylate, C19H18O4S2
  62. Crystal structure of 3,5-dicarboxybenzoate — benzene-1,3,5-tricarboxylic acid (1/1), C24H22N2O12
  63. The crystal structure of 2-chloro-1,3-bis(2,4,6-trimethylphenyl)-4,4-dimethyl-1,3,2λ3,4-diazaphosphasiletidine
  64. Crystal structure of hexaquamanganese(II) bis(hexaborato-κ3O,O′,O′′)manganese(II) dihydrate, B12H28Mn2O34
  65. Crystal structure of 1-propyl-3-methylimidazolium pentaborate, [C7H13N2][B5O6(OH)4]
  66. Crystal structure of 13-(4-fluorophenyl)-11,13-dihydro-1H-benzo[h]indazolo[6,7-b] [1, 6]naphthyridin-12(6H)-one — dimethylformamide — water (1/2/1), C29H31FN6O4
  67. Crystal structure of 1-(2-chlorophenyl)-2-(2-nitrophenyl)ethan-1-ol, C14H12ClNO3
  68. Crystal structure of (Z)-2-((2-bromo-1-phenylvinyl)oxy)benzonitrile, C15H10BrNO
  69. Crystal structure of tetrachlorido(1E,1′E)-N,N′-((1,4-phenylenebis(propane-2,2-diyl))bis(4,1-phenylene))bis(1-(pyridin-2-yl-κN)methanimine-κN)dizinc(II), C36H34N4Zn2Cl4
  70. Crystal structure of 2,6-bis(3-methylpyridinyl)hexahydro-4,8-ethenopyrrolo-[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone, C24H20N4O4
  71. Crystal structure of trans-bis(2-methylmaleato-κ2O,O′) bis(piperazinium-κN) cobalt(II) trihydrate, C18H36CoN4O11
  72. Crystal structure of (E)-4-chloro-N′-(4-(diethylamino)benzylidene)benzohydrazide, C18H20ClN3O
  73. Crystal structure of 3,6-di(1H-imidazol-1-yl)-9H-carbazole, C18H13N5
  74. Crystal structure of 4-(4-pyridinyl)-1-naphthoic acid, C16H11NO2
  75. Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2
  76. Crystal structure of N′-(adamantan-2-ylidene)pyridine-3-carbohydrazide, C16H19N3O
  77. Crystal structure of 1,1′-(butane-1,4-diyl)bis(5-methyl-1H-pyrazole-3-carbaldehyde), C14H18N4O2
  78. Crystal structure of methyl 8-hydroxy-3-isopropyl-5a,8-dimethyl-2,3,4,5,5a,6,7,8,10a,10b-decahydrocyclohepta[e]indene-3a(1H)-carboxylate, C21H34O3
  79. Crystal structure of 6-oxo-4-propyl-2-(propylthio)-1,6-dihydropyrimidine-5-carbonitrile, C11H15N3OS
  80. Crystal structure of poly[diacetato(μ2-1,4-bis(1H-imidazol-1-yl)benzene-κ2N:N′)nickel(II)], C26H22N8NiO4
  81. Crystal structure of bis(2,4-dibromo-6-{(E)[(4-fluorobenzyl)imino]methyl}phenolato-κ2N,O) copper(II), C28H18Br4F2N2O2Cu
  82. Crystal structure of 1-(adamantan-1-yl)-3-phenylthiourea, C17H22N2S
  83. Crystal structure of 3-(6-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyridin-2-yl)-1-phenyl-1H-pyrazol-5-amine – dioxan (2/1), C25H23N7O
  84. Crystal structure of 5-ethyl-6-[(3-methylphenyl)sulfanyl]pyrimidine-2,4(1H,3H)-dione, C13H14N2O2S
  85. Crystal structure of (((1E,1′E)-(cyclohexane-1,2-diylbis(azanylylidene-κ2N,N′))bis(methanylylidene))bis(2,1-phenylene))bis((2,6-diisopropylphenyl)amide-κ2N′′,N′′′)manganese(II), C44H54N4Mn
  86. Crystal structure of prop-2-en-1-yl 2-oxo-2H-1-benzopyran-3-carboxylate, C13H10O4
  87. Crystal structure of bis(μ2-2-((3-methylphenyl)imino)methylphenolato-κ2N,O:O)hexacarbonyldimanganese(I), C34H24Mn2N2O8
  88. Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxybut-2-en-1-one C9H12N2O2
  89. Crystal structure of 2,2′-[pentane-1,5-diylbis(oxy)]dibenzaldehyde, C19H20O4
  90. Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S
  91. Crystal structure of (E)-1-(2-chlorophenyl)-N-(4-chlorophenyl)methanimine, C13H9Cl2N
  92. Crystal structure of ethyl 2-amino-5-bromothiazole-4-carboxylate, C6H7BrN2O2S
  93. Crystal structure of 2-benzylisothiouronium tetraphenylborate, C32H31BN2S
  94. Crystal structure of poly[(μ2-biphenyl-2,2′-dicarboxylato-κ4O,O′:O′′,O′′′)(μ2-4,4′-bipyridine-κ2N:N′)copper(II)], C24H16CuN2O4
  95. Crystal structure of (η5-pentamethylcyclopentadienyl)titanium(III)dichloride (THF), C14H23Cl2OTi
  96. Crystal structure of 3-ferrocenylsulfonyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridine, C23H19FeN3O3S
  97. Crystal structure of 2-benzoyl-3-(4-fluorophenyl)cyclopropane-1,1-dicarbonitrile, C18H11FN2O
  98. Crystal structure of 1,6-ditosyl-1,6-diazecane, C22H30N2O4S2
  99. Crystal structure of N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarboxamide with Z′ = 4, C13H12N4O2
  100. Crystal structure of N,N-bis(diphenylphosphanyl)cyclohexylamine, C30H31NP2
  101. Crystal structure of 3-(4-hydroxy-3-methoxyphenyl)-N-phenylpropanamide, C16H17NO3
  102. Crystal structure of 6-(2-fluorophenyl)-3-phenyl-[1,2,4]-triazolo[3,4-b][1,3,4]thiadiazole, C15H9FN4S
  103. Crystal structure of catena-poly[aqua(dicyanoazanido-2κN-μ2-dicyanoazanido-1κN:2κN′)(μ2-2-methoxy-6-(((2-((3-methoxy-2-oxidobenzylidene)amino)ethyl)imino)methyl)phenolato-1κ2N,N′,2κ2O,O′,1κ2O′′,O′′′:2κ2O′′,O′′′)cadmium(II)copper(II)], C22H20CdCuN8O5
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Heruntergeladen am 30.1.2026 von https://www.degruyterbrill.com/document/doi/10.1515/ncrs-2015-0209/html
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