Literature DB >> 31391960

The crystal structures of the ligand N-(quinolin-8-yl)pyrazine-2-carboxamide and of a tetra-nuclear copper(II) complex.

Dilovan S Cati1, Helen Stoeckli-Evans2.   

Abstract

The title tridentate ligand, C14H10N4O, n class="Chemical">N-(quinolin-8-yl)pyrazine-2-carboxamide (HL1), crystallizes with three independent mol-ecules (A, B and C) in the asymmetric unit. All three mol-ecules are relatively planar (r.m.s. deviations are 0.068, 0.055 and 0.06 Å, respectively), with the NH H atom forming three-centered (bifurcated) intra-molecular N-H⋯N hydrogen bonds in each mol-ecule. There is also an intra-molecular C-H⋯O contact present in each mol-ecule, involving the benzene ring of the quinoline unit and the amide carboxamide O atom. In the crystal, the three mol-ecules stack in columns with the various mol-ecules being linked by offset π-π inter-actions [inter-centroid distances vary from 3.367 (5) to 3.589 (5) Å], forming layers parallel to the ab plane. The title complex, [Cu4(C42H44N8O16)]·2CH3OH, {hexa-μ-acetato-1:2κ2 O:O';2:3κ8 O:O';3:4κ2 O:O'-di-methanol-1κO,2κO-bis-[N-(quinolin-8-yl)pyrazine-2-carboxamide]-1κ3 N,N',N'';4κ3 N,N',N''-tetra-copper(II) methanol disolvate} (I), was obtained by the reaction of HL1 with Cu(CH3CO2)2. It consists of a tetra-nuclear complex with a central tetra-kis-(μ-acetato)-dicopper paddle-wheel moiety linked on either side via bridging acetato ions to a mononuclear copper(II)-(L1) complex; it crystallizes as a methanol disolvate. The complex possesses inversion symmetry, being located about a center of symmetry situated at the mid-point of the CuCu bond of the paddle-wheel moiety. In the crystal, the complex mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along the [01] direction, which are linked by offset π-π inter-actions [inter-centroid distance = 3.7367 (11) Å] and C-H⋯O hydrogen bonds, leading to the formation of a supra-molecular framework.

Entities:  

Keywords:  Hirshfeld surface analysis; carboxamide; copper(II); crystal structure; hydrogen bonding; offset π–π inter­actions; paddle-wheel; pyrazine; quinoline; supra­molecular framework; tetra­nuclear complex

Year:  2019        PMID: 31391960      PMCID: PMC6658947          DOI: 10.1107/S2056989019005450

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  13 in total

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Authors:  J Zhang ; Q Liu ; Y Xu ; Y Zhang ; X You ; Z Guo
Journal:  Acta Crystallogr C       Date:  2001-01       Impact factor: 1.172

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Authors:  Joshua J McKinnon; Dylan Jayatilaka; Mark A Spackman
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3.  A short history of SHELX.

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4.  mer-[Fe(pcq)(CN)3]-: a novel cyanide-containing building block and its application to assembling cyanide-bridged trinuclear FeIII2MnII complexes [pcq- = 8-(pyridine-2-carboxamido)quinoline anion].

Authors:  Zhong-Hai Ni; Hui-Zhong Kou; Li-Fang Zhang; Wei-Wei Ni; Yun-Bo Jiang; Ai-Li Cui; Joan Ribas; Osamu Sato
Journal:  Inorg Chem       Date:  2005-12-26       Impact factor: 5.165

5.  Novel Cu(II)-quinoline carboxamide complexes: structural characterization, cytotoxicity and reactivity towards 5'-GMP.

Authors:  Junyong Zhang; Xiaokang Ke; Chao Tu; Jun Lin; Jian Ding; Liping Lin; Hoong-Kun Fun; Xiaozeng You; Zijian Guo
Journal:  Biometals       Date:  2003-09       Impact factor: 2.949

6.  A [2 x 2] nickel(ii) grid and a copper(ii) square result from differing binding modes of a pyrazine-based diamide ligand.

Authors:  Julia Klingele; John F Boas; John R Pilbrow; Boujemaa Moubaraki; Keith S Murray; Kevin J Berry; Keith A Hunter; Geoffrey B Jameson; Peter D W Boyd; Sally Brooker
Journal:  Dalton Trans       Date:  2006-12-14       Impact factor: 4.390

7.  Field-induced metamagnetic transition in the Fe(III)-Mn(III) bimetallic chain built by a new cyanide-bearing Fe(III) precursor.

Authors:  Jae Il Kim; Houng Sik Yoo; Eui Kwan Koh; Chang Seop Hong
Journal:  Inorg Chem       Date:  2007-11-15       Impact factor: 5.165

8.  Self-assembly of cuII and niII [2 x 2] grid complexes and a binuclear CuII complex with a new semiflexible substituted pyrazine ligand: multiple anion encapsulation and magnetic properties.

Authors:  Dilovan S Cati; Joan Ribas; Jordi Ribas-Ariño; Helen Stoeckli-Evans
Journal:  Inorg Chem       Date:  2004-02-09       Impact factor: 5.165

9.  Control of molecular architecture by the degree of deprotonation: self-assembled di- and tetranuclear copper(II) complexes of N,N'-bis(2-pyridylmethyl)pyrazine-2,3-dicarboxamide.

Authors:  Julia Hausmann; Geoffrey B Jameson; Sally Brooker
Journal:  Chem Commun (Camb)       Date:  2003-12-21       Impact factor: 6.222

10.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
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