Zwitterionic (E)-1-[(4-nitro­phen­yl)iminio­meth­yl]naphthalen-2-olate

نویسندگان

  • Maamar Damous
  • Meriem Hamlaoui
  • Sofiane Bouacida
  • Hocine Merazig
  • Jean-Claude Daran
چکیده

The title compound, C(17)H(12)N(2)O(3), was synthesized by the reaction of 2-hy-droxy-1-naphthaldehyde with 4-nitro-benzenamine. These condense to form the Schiff base, which crystallizes in the zwitterionic form. In the structure, the keto-amino tautomer has a fairly short intra-molecular N-H⋯O hydrogen bond between the 2-naphthalenone and amino groups, with electron delocalization. The mol-ecule is essentially planar, with a dihedral angle of 1.96 (3)° between the ring systems. In the crystal, the mol-ecules are linked via inter-molecular C-H⋯O hydrogen bonds, forming a layer parallel to (101).

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

(E)-1-[(2-Amino-5-nitro­phen­yl)iminio­meth­yl]naphthalen-2-olate

The title Schiff base compound, C(17)H(13)N(3)O(3), crystallizes in a zwitterionic form and exists in a trans configuration about the C=N bond. The mol-ecule is slightly twisted, the dihedral angle between the benzene ring and naphthalene ring system being 10.80 (9)°. The nitro group is twisted relative to the plane of the benzene ring [dihedral angle = 8.88 (12)°]. Bifurcated intra-molecular N...

متن کامل

Zwitterionic 1-{(E)-[(2-methyl­phen­yl)iminium­yl]meth­yl}naphthalen-2-olate

The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91 (10)°. Weak aromatic π-π stacking occurs in the crystal [minimum centroid-centroid separation = 3.7771 (15) Å].

متن کامل

Zwitterionic 1-{(1E)-[(4-hy­droxy­phen­yl)iminio]meth­yl}naphthalen-2-olate: crystal structure and Hirshfeld surface analysis

The title zwitterion, C17H13NO2 (systematic name: 1-{(1E)-[(4-hy-droxy-phen-yl)iminium-yl]meth-yl}naphthalen-2-olate), features an intra-molecular charge-assisted N+-H⋯O- hydrogen bond. A twist in the mol-ecule is evident around the N-C(hy-droxy-benzene) bond [C-N-C-C torsion angle = 39.42 (8)°] and is reflected in the dihedral angle of 39.42 (8)° formed between the aromatic regions of the mol-...

متن کامل

Crystal structure of 1,1′-{(dodecane-1,12-di­yl)bis­[(aza­niumylyl­idene)methanylyl­idene]}bis­(naphthalen-2-olate)

The title compound, C34H40N2O2, exists in an extended conformation and has crystallographically imposed centrosymmetry. The crystal packing can be described as being composed of parallel layers stacked along [010]. The zwitterionic structure is stabilized by an intra-molecular N-H⋯O hydrogen-bond inter-action.

متن کامل

1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate

In the title zwitterionic compound, C20H15N3O3S2, the 2-hy-droxy-naphthalene-1-carbaldehyde group A, the anilinic unit B and the 1,3-thia-zol-2(3H)-imine group C are each approximately planar with r.m.s. deviation of 0.0721, 0.0412 and 0.0125 Å, respectively. The dihedral angles between A/B, A/C and B/C are 24.70 (10), 79.97 (7) and 83.14 (6)°, respectively. There is an intra-molecular S(6) mot...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره 67  شماره 

صفحات  -

تاریخ انتشار 2011