scholarly journals Further investigation on the nitration of BODIPY with cupric nitrate: crystal structures of 4,4-difluoro-1,3,5,7,8-pentamethyl-2-nitro-4-bora-3a,4a-diaza-s-indacene, 4,4-difluoro-3-nitro-8-phenyl-4-bora-3a,4a-diaza-s-indacene, and 3-chloro-6-ethyl-5,7,8-trimethyl-2-nitro-4,4-diphenyl-4-bora-3a,4a-diaza-s-indacene

2018 ◽  
Vol 74 (2) ◽  
pp. 103-108
Author(s):  
Dhruval J. Joshi ◽  
Meesook Jun ◽  
Lijing Yang ◽  
Alan J. Lough ◽  
Hongbin Yan
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Nitro Group ◽  
Ring System ◽  
Membered Ring ◽  
Dihedral Angles ◽  
Substitution Pattern ◽  
Cupric Nitrate ◽  
Fused Ring ◽  
Fused Ring System

The treatment of non-fully substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) with cupric nitrate leads to the introduction of a nitro group at different positions of the BODIPY core, depending on the substitution pattern. This methodology complements the treatment of fully substituted BODIPY with cupric nitrate that was previously reported. The crystal structures of 4,4-difluoro-1,3,5,7,8-pentamethyl-2-nitro-4-bora-3a,4a-diaza-s-indacene, C14H16BF2N3O2 (5a) 4,4-difluoro-3-nitro-8-phenyl-4-bora-3a,4a-diaza-s-indacene, C15H10BF2N3O2 (5b) and 3-chloro-6-ethyl-5,7,8-trimethyl-2-nitro-4,4-diphenyl-4-bora-3a,4a-diaza-s-indacene, C26H25BClN3O2 (5d) are presented. In all three structures, the fused ring system is in a very flattened `V-shape', with dihedral angles between the two outer five membered rings of 8.12 (14), 6.67 (9) and 12.30 (18) Å for 5a, 5b and 5d, respectively. In each case, the central six-membered ring is in a flattened sofa conformation. In the crystal of 5a, molecules are linked by weak C—H...O and C—H...F hydrogen bonds forming sheets parallel to (10-1). In the crystal of 5b molecules are linked by weak C—H...O and C—H...F hydrogen bonds and π–π interactions forming sheets parallel to (001). In the crystal of 5d, weak C—H...O hydrogen bonds link molecules into chains along [001]. In compound 5d, the atoms of the nitro group were refined as disordered over two sets of sites with occupancies 0.618 (12) and 0.382 (12).

scholarly journals Ethyl 2-(6-bromo-2-phenyl-1H-imidazo[4,5-b]pyridin-1-yl)acetate

IUCrData ◽  
2016 ◽  
Vol 1 (5) ◽  
Author(s):  
Mohammed Yassin Hjouji ◽  
Youssef Kandri Rodi ◽  
Joel T. Mague ◽  
Younes Ouzidan ◽  
El Mokhtar Essassi ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Phenyl Ring ◽  
Ring System ◽  
Membered Ring ◽  
Dihedral Angles ◽  
Compound C ◽  
Fused Ring ◽  
The Mean ◽  
Fused Ring System

In the title compound, C16H14BrN3O2, the fused-ring system is essentially planar, with the largest deviation from the mean plane being 0.0216 (15) Å for the substituted N atom of the five-membered ring, the plane of which makes dihedral angles of 28.50 (7) and 77.48 (7)° with the terminal phenyl ring and the ethoxycarbonylmethyl group mean planes, respectively. In the crystal, C—H...N hydrogen bonds link the molecules into inversion dimers. These combine with weak C—H...N contacts to stack the molecules into columns along theb-axis direction.

Activated cycloheptenone dienophiles. A versatile approach to 6,7-fused ring targets

1995 ◽  
Vol 73 (7) ◽  
pp. 1135-1147 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Wen-Lung Yeh ◽  
Eric N.C. Browne
Keyword(s):  
Natural Products ◽  
Alder Reaction ◽  
Ring System ◽  
Membered Ring ◽  
Diels Alder ◽  
Substitution Pattern ◽  
Diels Alder Reaction ◽  
Fused Ring ◽  
Fused Ring System

Several 2-carbalkoxy-2-cyclohepten-1-ones were prepared and their Diels–Alder characteristics examined in order to develop a facile general approach to the synthesis of cycloheptane ring-containing polycyclic natural products. Substitution pattern on the seven-membered ring was found to greatly affect the Diels–Alder behavior. In addition, some extraordinary facial stereoselectivity was observed. Keywords: Diels–Alder reaction, 2-carbalkoxy-2-cyclohepten-1-ones, 6,7-fused ring system.

scholarly journals Ethyl 2-[6-(4-methylbenzoyl)-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]-2-oxoacetate

2013 ◽  
Vol 69 (12) ◽  
pp. o1730-o1730
Author(s):  
Jia-liang Zhong ◽  
Wen-xia Sun ◽  
Fu-li Zhang ◽  
Li-hong Liu ◽  
He Liu
Keyword(s):  
Hydrogen Bonds ◽  
Title Compound ◽  
Three Dimensional ◽  
Ring System ◽  
Dihedral Angles ◽  
Π Interactions ◽  
Compound C ◽  
Dimensional Network ◽  
Fused Ring ◽  
Fused Ring System

In the title compound, C25H23NO4, the pyrrolizine ring is approximately planar with an r.m.s deviation from planarity of 0.0053 Å, while the fused dihydropyrrolizine ring adopts an envelope conformation with the C atom connected to two CH2as the flap. The dihedral angles between the fused ring system and the phenyl and methylbenzoyl rings are 41.65 (11) and 66.30 (8)°, respectively. In the crystal, weak C—H...O hydrogen bonds and C—H...π interactions occur. One molecule is linked to five adjacent ones through eight hydrogen bonds, forming a three-dimensional network.

scholarly journals Crystal structure of ethyl 2-amino-4-(4-methoxyphenyl)-4H-1-benzothieno[3,2-b]pyran-3-carboxylate

2015 ◽  
Vol 71 (5) ◽  
pp. o366-o367
Author(s):  
Mohamed Bakhouch ◽  
Abdelali Kerbal ◽  
Mohamed El Yazidi ◽  
Mohamed Saadi ◽  
Lahcen El Ammari
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Ring System ◽  
Membered Ring ◽  
Carboxylate Group ◽  
Compound C ◽  
Fused Ring ◽  
The Mean ◽  
Fused Ring System

The molecule of the title compound, C21H19NO4S, features a fused ring system whereby a five-membered ring is flanked by two six-membered rings. This is linked to an ethyl 3-carboxylate group and to a methoxybenzene group. The fused-ring system is quasi-planar, with the greatest deviation from the mean plane being 0.131 (1) Å for the methine C atom. The plane through the methoxybenzene ring is nearly perpendicular to that through the fused-ring system, as indicated by the dihedral angle of 85.72 (6)°. An intramolecular N—H...O hydrogen bond is noted. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming layers that stack along theaaxis.

scholarly journals (±)-4,12,15,18,26-Pentahydroxy-13,17-dioxaheptacyclo[14.10.0.03,14.04,12.06,11.018,26.019,24]hexacosa-1,3(14),6(11),7,9,15,19,21,23-nonaene-5,25-dione methanol disolvate

2014 ◽  
Vol 70 (5) ◽  
pp. o506-o506 ◽  
Author(s):  
Maayan Gil ◽  
Joseph Almog ◽  
Faina Dubnikova ◽  
Benny Bogoslavski ◽  
Shmuel Cohen
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Ring System ◽  
Dihedral Angles ◽  
Supramolecular Architecture ◽  
Ring Systems ◽  
Compound C ◽  
Fused Ring ◽  
The Mean ◽  
Fused Ring System

The title compound, C24H14O9·2CH3OH, displays a chair-shaped form. The two dihydroindenone ring systems are located above and below the central fused-ring system, the dihedral angles between the mean planes of dihydroindenone ring systems and the mean plane of central fused-ring system are 67.91 (5) and 73.52 (4)°, respectively. In the crystal, extensive O—H...O hydrogen bonds, weak C—H...O hydrogen bonds and C—H...π interactions link the molecules into a three-dimensional supramolecular architecture.

scholarly journals 5-Nitro-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

2012 ◽  
Vol 68 (4) ◽  
pp. o1240-o1240
Author(s):  
Younes Ouzidan ◽  
Youssef Kandri Rodi ◽  
Hafid Zouihri ◽  
El Mokhtar Essassi ◽  
Seik Weng Ng
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Dihedral Angles ◽  
Inversion Center ◽  
Compound C ◽  
Fused Ring ◽  
Independent Molecules ◽  
Fused Ring System

In the two independent molecules of the title compound, C10H7N3O3, the nitro substitutent is twisted slightly with respect to the benzodiazol fused-ring system [dihedral angles = 4.9 (3) and 8.5 (1)°]. The two independent molecules are disposed about a pseudo inversion center and are held together by N—H...O hydrogen bonds. The supramolecular dimer is essentially planar [dihedral angle between the fused rings = 2.0 (1)°]. Adjacent dimers are linked by acetylene–nitro C—H...O interactions, generating a ribbon motif along (110).

scholarly journals 6-Nitro-1,3-benzoxazole-2(3H)-thione

IUCrData ◽  
2019 ◽  
Vol 4 (8) ◽  
Author(s):  
Said Jebbari ◽  
El Kihel Abdellatif ◽  
Mustapha Ahbala ◽  
Mohamed Saadi ◽  
Lahcen El Ammari
Keyword(s):  
Hydrogen Bonds ◽  
Nitro Group ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Stacking Interactions ◽  
Compound C ◽  
Π Stacking ◽  
Fused Ring ◽  
Fused Ring System

In the title compound, C7H4N2O3S, the dihedral angle between the fused ring system (r.m.s. deviation = 0.008 Å) and the nitro group at the 6-position is 7.3 (2)°. In the crystal, bifurcated N—H...(O,O) hydrogen bonds link the molecules into [010] chains. The chains are cross-linked by π–π stacking interactions to form (001) sheets.

scholarly journals Crystal structure of 5-chloro-1,3-bis[2-(2-oxo-1,3-oxazolidin-3-yl)ethyl]-1H-benzimidazol-2(3H)-one

2015 ◽  
Vol 71 (10) ◽  
pp. o735-o736 ◽  
Author(s):  
Kaoutar Bouayad ◽  
Youssef Kandri Rodi ◽  
Youness Ouzidan ◽  
El Mokhtar Essassi ◽  
Mohamed Saadi ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Ring System ◽  
Dihedral Angles ◽  
Maximum Deviation ◽  
Compound C ◽  
Fused Ring ◽  
The Mean ◽  
Fused Ring System ◽  
Cl Atom

In the title compound, C17H19ClN4O5, the benzimidazole fused-ring system is essentially planar, the maximum deviation from the mean plane being 0.06 (1) Å. Both oxazolidine rings are nearly planar, the maximum deviations from the mean planes are 0.071 (13) and 0.070 (10) Å. The dihedral angle between the mean planes of the oxazolidine rings is 69.9 (7)°. The benzimidazole mean plane makes the dihedral angles of 43.9 (6) and 45.6 (6)° with the two oxazolidine rings. In the crystal, the molecules are linked together by weak C—H...O hydrogen bonds building zigzag tapes running along thecaxis. The Cl atom is split over two positions with an occupancy ratio of 0.567 (7):0.433 (7). This means that the reaction yields two isomers,AandB; theAcomponent has the Cl-atom substituent in the 5-position of the benzimidazolone ring and theBcomponent has the Cl atom in the 6-position. The two isomers form the disordered co-crystal, with a nearly half Cl atom in each of them, as indicated by the occupancy ratio. The crystal structure was refined as an inversion twin.

scholarly journals Ethyl 2-amino-4-(3-chlorophenyl)-5,10-dioxo-5,10-dihydro-4H-benzo[g]chromene-3-carboxylate

2009 ◽  
Vol 65 (6) ◽  
pp. o1324-o1324
Author(s):  
Xiao Hu ◽  
Song Lei ◽  
Chang-Sheng Yao
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Crystal Packing ◽  
Ring System ◽  
Membered Ring ◽  
Fused Ring ◽  
Title Molecule ◽  
Fused Ring System

The title molecule, C22H16ClNO5, was obtained by the reaction of (E)-ethyl 3-(3-chlorophenyl)-2-cyanoacrylate and 2-hydroxynaphthalene-1,4-dione catalysed by triethylamine in ethanol. In the crystal structure, the chlorobenzene ring makes a dihedral angle of 88.63 (4)° with the fused ring system. The six-membered ring formed by an intramolecular N—H...O hydrogen bond is almost planar. The crystal packing is stabilized by N—H...O hydrogen bonds.

scholarly journals 2-Phenyl-1H-1,3,7,8-tetraazacyclopenta[l]phenanthrene

2009 ◽  
Vol 65 (6) ◽  
pp. o1308-o1308 ◽  
Author(s):  
Dong-Ming Liu ◽  
Xiu-Ying Li ◽  
Xiang-Cheng Wang ◽  
Chun-Xiang Li ◽  
Chun-Bo Liu
Keyword(s):  
Hydrogen Bonds ◽  
Phenyl Ring ◽  
Ring System ◽  
Dihedral Angles ◽  
Stacking Interactions ◽  
Asymmetric Unit ◽  
Compound C ◽  
Centroid Distance ◽  
Fused Ring ◽  
Fused Ring System

There are two molecules in the asymmetric unit of the title compound, C19H12N4, with dihedral angles of 2.41 (10) and 10.53 (12)° between the fused ring system and the pendant phenyl ring. In the crystal, molecules are linked into chains by N—H...N hydrogen bonds and aromatic π–π stacking interactions [shortest centroid–centroid distance = 3.6176 (16) Å] complete the structure.

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