A Doubly Interpenetrated Layer Structure in the 1:1 Cocrystal Formed Between Pyromellitic Acid and 4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide

被引:8
|
作者
Arman, Hadi D. [1 ]
Tiekink, Edward R. T. [2 ]
机构
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
关键词
Cocrystal; Hydrogen bonding; Interpenetration; Pyromellitic acid; Sulphonamide; COORDINATION POLYMERS; CRYSTAL-STRUCTURES; CO-CRYSTALS; SULFAMETHAZINE; MOLECULES; NETWORKS; DATABASE;
D O I
10.1007/s10870-013-0396-z
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title 1:1 cocrystal comprising pyromellitic acid and 4-amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide, molecules are aggregated into a supramolecular layer by O-H center dot center dot center dot O, O-H center dot center dot center dot N and N-H center dot center dot center dot O hydrogen bonding. As a result of the carboxylic acid molecule being non planar [a pair of diagonally opposite -C(=)OH groups deviate significantly out of the plane of the benzene ring to which they are attached] and the sulphonamide being bent [dihedral angle between six membered rings is 57.78(9)A(0)], the layer has a jagged step form. The layer also features large voids which allows threading by a centrosymmetrically related layer resulting in the formation of a doubly interpenetrated network. These stack along the b direction being connected by N-H center dot center dot center dot O(sulphonamide) interactions. The compound crystallizes in the orthorhombic space group Pbca with a = 9.573(2) , b = 15.212(3) , c = 30.782(7) , and Z = 8. Supramolecular arrays sustained by O-Ha <-O, O-Ha <-N and N-Ha <-O hydrogen bonding are threaded by centrosymmetrically related layers to give a doubly interpenetrated network.
引用
收藏
页码:134 / 137
页数:4
相关论文
共 50 条
  • [41] Reactions of 4-amino-5-(4,6-dimethyl-2-pyrimidinyl)-2,3-dihydro-1,2,4-triazole-3-thione with C-electrophiles
    Mckuskiene, G.
    Dodonova, J.
    Burbutione, M. M.
    Vainilavicius, P.
    HETEROCYCLIC COMMUNICATIONS, 2007, 13 (05) : 267 - 272
  • [42] Structural investigation, quantum chemical calculation, energy framework analysis and MIC studies of silver and cobalt complexes of 4-amino-N-(4, 6-dimethyl-2 pyrimidinyl) benzenesulfonamide in presence of secondary ligand
    Socha, Bhavesh N.
    Pandya, Sachin B.
    Patel, Urmila H.
    Patel, R. H.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2023, 154
  • [43] Proton-transfer compounds with 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide (sulfamethazine): the structures and hydrogen bonding in the salts with 5-nitrosalicylic acid and picric acid
    Smith, Graham
    Wermuth, Urs D.
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2013, 69 : 538 - +
  • [44] THE METABOLISM OF C-14 DESAMINOSULFAMETHAZINE (N-(4,6-DIMETHYL-2-PYRIMIDINYL)BENZENE[U-C-14]SULFONAMIDE) IN THE RAT
    PAULSON, GD
    FEIL, VJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 193 : 46 - AGRO
  • [45] Three Ternary Rare Earth(III) Complexes Based on 3-[(4,6-Dimethyl-2-pyrimidinyl)thio]-propanoic Acid and 1,10-Phenanthroline: Synthesis, Crystal Structure and Antioxidant Activity
    Chen, Xiao
    Qu, Jian-Qiang
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2015, 641 (07): : 1301 - 1306
  • [46] Combined experimental and computational studies on molecular structure of nickel complex of 4-amino-N-(1, 3-thiazol-2-yl) benzenesulfonamide with coordinated pyridine
    Pandya, Sachin B.
    Socha, Bhavesh N.
    Chaudhary, Kaushik P.
    Dubey, Rahul P.
    Chavda, Bhavin R.
    Patel, Urmila H.
    Patel, Maheshkumar K.
    Patel, Nikita J.
    Bhatt, Bhupesh S.
    INORGANIC AND NANO-METAL CHEMISTRY, 2021, 51 (09) : 1280 - 1290
  • [47] INTERFACIAL BEHAVIOR OF N-1-SUBSTITUTED SULFANILAMIDES AT THE MERCURY-SOLUTION INTERFACE - ADSORPTION OF N1-2-PYRIMIDINYL AND N1-2(4,6-DIMETHYL) PYRIMIDINYL DERIVATIVES AND STRUCTURAL PARAMETERS
    GAVIOLI, GB
    GRANDI, G
    BENEDETTI, L
    ANDREOLI, R
    BATTINI, R
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1981, 130 (1-3) : 293 - 301
  • [48] Antibacterial 4-amino-N-(5-methylisoxazol-3-yl)-N-[(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)methyl]benzenesulfonamide
    Özbey, S
    Akbas, A
    Ayhan-Kilcigil, G
    Ertan, R
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2005, 61 : O559 - O561
  • [49] Hydrogen-bonding patterns in the cocrystal 2-amino-4,6-dimethyl-pyrimidine-terephthalic acid (2/1)
    Devi, Periasamy
    Muthiah, Packianathan Thomas
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O4822 - U6112
  • [50] STRUCTURE OF MONOSODIUM N1-(4,6-DIMETHYL-2-PYRIMIDYL)SULFANILAMIDATE DIHYDRATE
    HANNAN, SS
    TALUKDAR, AN
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 2021 - 2023