Browse
Submit Data
Databases
API
Help

Dataset Information

25 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

A polymorph of 2,4-dinitro-phenyl-hydrazine.

ABSTRACT: The crystal structure of a previously unreported polymorph (form II) of 2,4-dinitro-phenyl-hydrazine (DNPH), C6H6N4O4, was determined at 90?K. The first polymorph (form I) is described in the monoclinic space group P21/c [Okabe et al. (1993 ?). Acta Cryst. C49, 1678-1680; Wardell et al. (2006 ?). Acta Cryst. C62, o318-320], whereas form II is in the monoclinic space group Cc. The mol-ecular structures in forms I and II are closely similar, with the nitro groups at the 2- and 4-positions being almost coplanar with the benzene ring [dihedral angles of 3.54?(1) and 3.38?(1)°, respectively in II]. However, their packing arrangements are completely different. Form I exhibits a herringbone packing motif, whereas form II displays a coplanar chain structure. Each chain in form II is connected to adjacent chains by the inter-molecular inter-action between hydrazine NH2 and 2-nitro groups, forming a sheet normal to (101). The sheet is stabilized by N-H?? inter-actions.

SUBMITTER: Amimoto K

PROVIDER: S-EPMC3588540 | biostudies-literature | 2013 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

1-Cyclo-pentyl-idene-2-(2,4-dinitro-phenyl)-hydrazine.

Project description:The title compound, C(11)H(12)N(4)O(4), was synthesized by the reaction of (2,4-dinitro-phen-yl)hydrazine with cyclo-penta-none. The cyclo-pentyl fragment is disordered over two sites with occupancies of 0.63 (1) and 0.37 (1). An intra-molecular N-H⋯O hydrogen bond helps to establish the conformation. Pairs of mol-ecules are held together by π-π inter-actions between adjacent benzene rings [centroid-to-centroid distance 3.589 (2) Å].

| S-EPMC2959650 | biostudies-literature

N-(2,4-Dinitro-phen-yl)-N'-[nitro-(phenyl)-methyl-ene]hydrazine.

Project description:The title compound, C(13)H(9)N(5)O(6), contains three nitro groups. It is prepared by the reaction of benzaldehyde 2,4-dinitro-phenyl-hydrazone with nitric oxide at ambient temperature. The imine group is nearly coplanar with the (2,4-dinitro-phen-yl)-hydrazine unit. The second benzene ring and the third nitro group are twisted away from this plane, with dihedral angles of 48.5 (3) and 15.2 (3)°, respectively. Weak intra-molecular N-H⋯O inter-actions are observed.

| S-EPMC2960026 | biostudies-literature

N-Cyclo-heptyl-idene-N'-(2,4-dinitro-phenyl)hydrazine.

Project description:The title compound, C(13)H(16)N(4)O(4), is a new hydrazone. An intra-molecular N-H?O hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The nitro groups in the ortho and para positions are almost coplanar with the benzene ring to which they are bound, making dihedral angles of 0.60?(11) and 3.18?(11)°, respectively. Pairs of inter-molecular C-H?O hydrogen bonds link neighbouring mol-ecules into inversion dimers with R(2) (2)(10) motifs. The crystal structure is further stabilized by inter-molecular ?-? inter-actions, with a benzene centroid-to-centroid distance of 3.6601?(4)?Å.

| S-EPMC2968402 | biostudies-other

A second monoclinic polymorph of N-(2,4-dinitro-phen-yl)-2,4-dinitro-aniline.

Project description:The title compound, C(12)H(7)N(5)O(8), was previously described in space group P2(1)/n with Z = 4 [Wu et al. (2007 ?). Acta Cryst. E63, o4194]. The current monoclinic P2(1)/c polymorph was obtained from a mixed solution of dichloro-methane and hexane. The dihedral angle between the benzene rings is 44.16?(5)°, smaller than in the previously reported polymorph [56.3?(2)°]. As a result of the steric hinderance of the nitro groups, hydrogen bonding is limited intramolecularly. The dihedral angles between the phenyl rings and their attached nitro groups are 18.97?(6) and 17.71?(5)° at the 2-position, and 18.52?(6) and 32.41?(6)° at the 4-position.

| S-EPMC3569221 | biostudies-literature

2,4-Dichloro-benzaldehyde 2,4-dinitro-phenyl-hydrazone.

Project description:The asymmetric unit of the title compound, C(13)H(8)Cl(2)N(4)O(4), contains two independent but similar and almost planar mol-ecules. An intra-molecular N-H⋯O hydrogen bond is observed in each mol-ecule.

| S-EPMC2962065 | biostudies-literature

Triethyl-ammonium 2,4-dinitro-phenyl-barbiturate.

Project description:In the title mol-ecular salt [systematic name: triethylammonium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrim-idin-4-olate], C(6)H(16)N(+)·C(10)H(5)N(4)O(7) (-), the cation and anion are linked by an N-H?O hydrogen bond. In the crystal, inversion-related barbiturate rings are centrosymmetrically connected through pairs of N-H?O hydrogen bonds, forming R(2) (2)(8)R(2) (2)(8) ring motifs.

| S-EPMC2970263 | biostudies-literature

A monoclinic polymorph with Z = 4 of (E)-2,4-dihy-droxy-acetophenone 2,4-dinitro-phenyl-hydrazone N,N-dimethyl-formamide monosolvate.

Project description:The title compound, C(14)H(12)N(4)O(6)·C(3)H(7)NO, is a monoclinic polymorph of an already published structure [Baughman et al. (2004 ▶). Acta Cryst. C60, 103-106]. In the previously reported structure, the compound crystallized in the triclinic space group P[Formula: see text] (Z = 2), whereas the structure reported here is monoclinic (P2(1)/n, Z = 4). In both forms, two intra-molecular hydrogen bonds result in the formation of a fairly planar hydrazone skeleton (r.m.s. deviations for all non-H atoms = 0.127 Å for the monoclinic from and 0.131 Å for the triclinic form) and each mol-ecule is hydrogen bonded to one solvent mol-ecule. The principal difference between the two forms lies in the different orientation of the two mol-ecules. In the monoclinic form, the two mol-ecules are almost coplanar [dihedral angle = 3.27 (2)°], whereas in the triclinic form the two mol-ecules are almost mutulally perpendicular (dihedral angle = 85.3°).

| S-EPMC3239067 | biostudies-literature

2-Methoxy-benzaldehyde 2,4-dinitro-phenyl-hydrazone.

Project description:In the title compound, C(14)H(12)N(4)O(5), an intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. The dihedral angle between the two benzene rings is 3.91?(3)°, which shows the mol-ecule is almost planar. The para-nitro group is twisted from the benzene ring to which it is attached, making a dihedral angle of 8.50?(9)°. In the crystal structure, mol-ecules are linked together by inter-molecular C-H?O and inter-molecular three-centred O?O [2.8646?(12)-2.9213?(11)?Å] and O?N [3.0518?(11)?Å] inter-actions. The crystal structure is further stabilized by inter-molecular ?-? inter-actions [centroid-to-centroid distances 3.5708?(6)-3.9728?(12)?Å].

| S-EPMC2968177 | biostudies-literature

3-Penta-none 2,4-dinitro-phenyl-hydrazone.

Project description:Crystals of the title compound, C(11)H(14)N(4)O(4), were obtained from a condensation reaction of 2,4-dinitro-phenyl-hydrazine and 3-penta-none. In the crystal structure, the mol-ecule, except one methyl group, displays a nearly planar structure. The imino group links to the adjacent nitro group via intra-molecular hydrogen bonding. The partially overlapped arrangement and face-to-face separation of 3.410?(9)?Å between parallel benzene rings indicate the existence of ?-? stacking between adjacent mol-ecules. The crystal structure also contains weak inter-molecular C-H?O hydrogen bonding.

| S-EPMC2961742 | biostudies-literature

But-2-enal 2,4-dinitro-phenyl-hydrazone.

Project description:In the title compound, C(10)H(10)N(4)O(4), the but-2-enal chain is almost planar, the largest deviation from the mean plane being 0.013 (1) Å, and this plane makes a dihedral angle of 9.95 (24)° with the benzene ring,. Of the two nitro groups, one is twisted with respect to the benzene ring, making a dihedral angle of 5.7 (1)°, whereas the other is nearly in the plane of the benzene ring, with a twist angle of only 0.7 (1)°. This difference is related to the occurence of an intra-molecular N-H⋯O hydrogen bond with the O atom of the less twisted nitro group. The NH group is also involved in a weak inter-action with the same O atom of a symmetry-related mol-ecule, thus forming a pseudo inversion dimer.

| S-EPMC2959657 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data