Literature DB >> 17478916

Hydrogen-bonded supramolecular motifs in 2-amino-4,6-dimethoxypyrimidinium 4-hydroxybenzoate monohydrate, 2-amino-4,6-dimethoxypyrimidinium 6-carboxypyridine-2-carboxylate monohydrate and 2-amino-4,6-dimethoxypyrimidinium hydrogen (2R,3R)-tartrate 2-amino-4,6-dimethoxypyrimidine.

Kaliyaperumal Thanigaimani1, Packianathan Thomas Muthiah, Daniel E Lynch.   

Abstract

In the crystal structures of the title compounds, C(6)H(10)N(3)O(2)+.C(7)H(5)O(3)-.H2O, (I), C(6)H(10)N(3)O(2)+.C(7)H(4)NO(4)-.H2O, (II), and C(6)H(10)N(3)O(2)+.C(4)H(5)O(6)-.C(6)H(9)N(3)O(2), (III), the 2-amino-4,6-dimethoxypyrimidinium cation [abbreviated as (MeO)2-Hampy+] interacts with the carboxylate group of the corresponding anion through a pair of nearly parallel N-H...O hydrogen bonds to form R(2)(2)(8) ring motifs. In (I), the (MeO)2-Hampy+ cation is centrosymmetrically paired through a pair of N-H...N hydrogen bonds involving the 2-amino group and a ring N atom forming an R(2)(2)(8) motif. In (II), inversion-related R(2)(2)(8) motifs (amino-pyrimidine-carboxylate motifs) are further bridged by N-H...O hydrogen bonds on either side forming a DDAA array of quadruple hydrogen bonds. This array is extended further on either side by O(water)-H...O(methoxy) hydrogen bonds, resulting in an array of six hydrogen bonds (ADDAAD). The water molecule plays a pivotal role, and five hydrogen-bonded fused rings are formed around the water molecule. In (III), the carboxy group of the tartrate anion interacts with the ring N atom and 2-amino group of the neutral (MeO)2-ampy molecule through N-H...O and O-H...N hydrogen bonds. There is also an intramolecular O-H...O hydrogen bond in the tartrate anion. In all three crystal structures, C-H...O hydrogen bonds are observed.

Entities:  

Year:  2007        PMID: 17478916     DOI: 10.1107/S0108270107005677

Source DB:  PubMed          Journal:  Acta Crystallogr C        ISSN: 0108-2701            Impact factor:   1.172


  5 in total

1.  The exploration of the crystal nucleation parameters and physico-chemical analysis of a single crystal: 2-amino-4,6-dimethoxypyrimidinium hydrogen (2R,3R)-tartrate 2-amino-4,6-dimethoxypyrimidine.

Authors:  Paavai Era; Ro Mu Jauhar; V Viswanathan; M Madhangi; G Vinitha; M Basheer Ahamed; P Murugakoothan
Journal:  RSC Adv       Date:  2021-05-11       Impact factor: 4.036

2.  Hydrogen-bonding patterns in the cocrystal 2-amino-4,6-dimethoxy-pyrimidine-anthranilic acid (1/1).

Authors:  Kaliyaperumal Thanigaimani; Packianathan Thomas Muthiah; Daniel E Lynch
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2007-12-06

3.  2-Amino-4-methyl-pyridinium 6-carb-oxy-pyridine-2-carboxyl-ate methanol monosolvate.

Authors:  Hossein Aghabozorg; Azadeh Mofidi Rouchi; Masoud Mirzaei; Behrouz Notash
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-12-08

4.  2-Amino-4,6-dimeth-oxy-pyrimidin-1-ium p-toluene-sulfonate.

Authors:  Sundaramoorthy Gomathi; Packianathan Thomas Muthiah
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-09-17

5.  Design of co-crystals/salts of some Nitrogenous bases and some derivatives of thiophene carboxylic acids through a combination of hydrogen and halogen bonds.

Authors:  Samson Jegan Jennifer; Packianathan Thomas Muthiah
Journal:  Chem Cent J       Date:  2014-03-22       Impact factor: 4.215

  5 in total

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