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3-Amino-1-methyl-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

ABSTRACT: The asymmetric unit of the title compound, C(17)H(13)N(3), contains two independent mol-ecules, which are non-planar as they are buckled owing to the ethyl-ene portion. The dihedral angle between the benzene rings is 26.4?(1)° in one mol-ecule and 32.9?(1)° in the other. In the crystal, the mol-ecules are disposed about a false inversion center, and are linked by two N-H?N hydrogen bonds, generating a dimer. The dimers are linked by further N-H?N hydrogen bonds, resulting in a chain that runs along the longest axis of the ortho-rhom-bic unit cell.

SUBMITTER: Al-Youbi AO

PROVIDER: S-EPMC3201274 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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3-Amino-1-methyl-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Al-Youbi Abdulrahman O AO Asiri Abdullah M AM Faidallah Hassan M HM Alamry Khalid A KA Ng Seik Weng SW

Acta crystallographica. Section E, Structure reports online 20110914 Pt 10

The asymmetric unit of the title compound, C(17)H(13)N(3), contains two independent mol-ecules, which are non-planar as they are buckled owing to the ethyl-ene portion. The dihedral angle between the benzene rings is 26.4 (1)° in one mol-ecule and 32.9 (1)° in the other. In the crystal, the mol-ecules are disposed about a false inversion center, and are linked by two N-H⋯N hydrogen bonds, generating a dimer. The dimers are linked by further N-H⋯N hydrogen bonds, resulting in a chain that runs al ...[more]

PMID: 22065653

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3-Amino-1-(4-bromo-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Project description:In the title compound, C(22)H(14)BrN(3), the fused-ring system is buckled owing to the ethyl-ene linkage in the central ring; the two flanking aromatic rings are twisted by 25.9?(1) ° with respect to each other. The phenyl ring is twisted by 77.0?(1)° relative to the amino- and cyano-bearing aromatic ring. In the crystal, adjacent mol-ecules are linked by two N-H?N hydrogen bonds, generating a zigzag chain along [101].

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Project description:In the title compound, C(23)H(15)N(3)O(2), significant deviations from planarity are evidenced in the values of the dihedral angles formed between the amino-benzene ring and the benzene rings of the 1,3-benzodioxole [65.38 (12)°] and 1,2-dihydro-naphthalene [26.27 (14)°] residues; the dioxole ring has an envelope conformation with the methyl-ene-C being the flap atom. The amino-H atoms form hydrogen bonds to one of the dioxole-O atoms and to one of the cyano-N atoms to generate a two-dimensional array with a zigzag topology that stacks along the ([Formula: see text] 0 2) plane.

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A second monoclinic polymorph for 3-amino-1-(4-meth-oxy-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Project description:The title compound, C(23)H(17)N(3)O, has been previously described in a monoclinic P2(1)/c polymorph with Z = 4 [Asiri, Al-Youbi, Faidallah, Ng & Tiekink (2011). Acta Cryst. E67, o2449]. In the new monoclinic P2(1)/n form, with Z = 8, there are two independent mol-ecules, A and B, in the asymmetric unit. In both mol-ecules, the cyclo-hexa-1,3-diene ring has a screw-boat conformation, whereas it is a distorted half-chair in the original polymorph. There is a fold in each mol-ecule, as indicated by the dihedral angle between the benzene rings of the 1,2-dihydro-naphthalene and aniline residues of 33.19?(10)° (mol-ecule A) and 30.6?(10)° (mol-ecule B). The meth-oxy-benzene ring is twisted out of the plane of the aniline residue to which it is connected [dihedral angles = 49.22?(10) and 73.27?(10)°, in A and B respectively]. In the crystal, the two independent mol-ecules self-associate via N-H?N hydrogen bonds, generating a 12-membered {?HNC(3)N}(2) synthon. These are connected into a supra-molecular tape in the (-101) plane by N-H?O(meth-oxy) inter-actions. In the P2(1)/c polymorph, supra-molecular layers are formed by N-H?N and N-H?O inter-actions.

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2-Amino-4-(4-chloro-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile-3-amino-1-(4-chloro-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile (1/4).

Project description:The asymmetric unit of the 1:4 title co-crystal of 2-amino-4-(4-chloro-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile and 3-amino-1-(4-chloro-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile, 0.2C(20)H(14)ClN(3)·0.8C(22)H(14)ClN(3), has the atoms of the fused-ring system and those of the amino, cyano and chloro-phenyl substitutents overlapped. The fused-ring system is buckled owing to the ethyl-ene linkage in the central ring. There are two independent overlapped mol-ecules in the asymmetric unit. In one independent mol-ecule, the two flanking aromatic rings are twisted by 24.4?(1)° and the ring of the chloro-phenyl substituent is twisted by 87.3?(1)° relative to the amino- and cyano-bearing aromatic ring. In the second mol-ecule, the respective dihedral angles are 26.1?(1) and 57.8?(1)°. The two independent mol-ecules are linked by N-H?N hydrogen bonds into dimers.

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Project description:The asymmetric unit of the 1:19 title co-crystal of 2-amino-4-(3,4-dimeth-oxy-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbo-nitrile and 3-amino-1-(3,4-dimeth-oxy-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile, 0.05C(22)H(19)N(3)O(2)·0.95C(24)H(19)N(3)O(2), has the atoms of the fused-ring system and those of the amino, cyano and dimeth-oxy-phenyl substitutents overlapped. The fused-ring system is buckled owing to the ethyl-ene linkage in the central ring with the two flanking aromatic rings being twisted by 31.9?(1)°. The ring of the dimeth-oxy-phenyl substituent is twisted by 72.4?(1)° relative to the amino- and cyano-bearing aromatic ring. In the crystal, mol-ecules are linked by duplex amine N-H?O(meth-oxy) hydrogen bonds in a cyclic association [graph-set R(2) (2)(7)], generating a helical chain structure extending along [201].

| S-EPMC3247608 | biostudies-literature

6-[3-(2,4-Dimethyl-anilino)-2-hydroxy-prop-oxy]-1,8-dihydr-oxy-3-methyl-9,10-dihydro-anthracene-9,10-dione.

Project description:In the title compound, C(26)H(25)NO(6), the anthraquinone ring system forms a dihedral angle of 15.5?(1)° with the benzene ring of the dimethyl-aniline group. Intra-molecular O-H?O hydrogen bonding is observed between the carbonyl and two hydroxyl groups. The mol-ecules are linked into a ribbon-like structure along the [100] direction by O-H?N and C-H?O hydrogen bonds. The crystal used was twinned via a 180° rotation about [100]. The ratio of the two twin components is 0.947?(1):0.053?(1).

| S-EPMC2968285 | biostudies-literature

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