MOLECULAR COCRYSTALS OF CARBOXYLIC-ACIDS .21. THE ROLE OF SECONDARY GROUP-INTERACTIONS IN ADDUCT FORMATION BETWEEN 2-AMINOPYRIMIDINE AND SUBSTITUTED BENZOIC-ACIDS - THE CRYSTAL-STRUCTURES OF THE ADDUCTS WITH O-PHTHALIC ACID, O-NITROBENZOIC ACID, O-AMINOBENZOIC ACID AND M-AMINOBENZOIC ACID

被引:34
作者
SMITH, G [1 ]
GENTNER, JM [1 ]
LYNCH, DE [1 ]
BYRIEL, KA [1 ]
KENNARD, CHL [1 ]
机构
[1] UNIV QUEENSLAND, DEPT CHEM, ST LUCIA, QLD 4072, AUSTRALIA
关键词
D O I
10.1071/CH9951151
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystalline adducts of 2-aminopyrimidine (2-ap) with a series of mainly ortho-substituted benzoic acids, o-phthalic acid (opht) [(2-ap)(opht)] (1), 2-nitrobenzoic acid (2-nba) [(2-ap)(2-bna)(2)] (2), 2-aminobenzoic acid (2-aba) [(2-aba) [(2-ap)(2-aba)(2)] (3) and 3-aminobenzoic acid (3-aba) [(2-ap)(3-aba)] (4) have been prepared and their hydrogen-bonding motifs characterized by using single-crystal X-ray diffraction. The role of substituent groups in secondary associations with cocrystal formation is considered for the 2-aminopyrimidine system.
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页码:1151 / 1166
页数:16
相关论文
共 21 条
[1]  
ADSMOND DA, 1991, THESIS U MINNESOTA
[2]  
ASHWELL GJ, 1991, P SOC PHOTO-OPT INS, V1361, P589, DOI 10.1117/12.24423
[3]  
BERNSTEIN J, 1994, STRUCTURE CORRELATIO, V2, P490
[4]   ANTHRANILIC ACIDII (ORTHO-AMINOBENZOIC ACID) [J].
BOONE, CDG ;
DERISSEN, JL ;
SCHOONE, JC .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1977, 33 (OCT) :3205-3206
[5]   CRYSTAL STRUCTURE OF ANTHRANILIC ACID [J].
BROWN, CJ .
PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL AND PHYSICAL SCIENCES, 1968, 302 (1469) :185-&
[6]   MOLECULAR COCRYSTALS OF CARBOXYLIC-ACIDS .9. CARBOXYLIC-ACID INTERACTIONS WITH ORGANIC HETEROCYCLIC BASES - THE CRYSTAL-STRUCTURES OF THE ADDUCTS OF (2,4-DICHLOROPHENOXY)ACETIC ACID WITH 3-HYDROXYPYRIDINE, 2,4,6-TRINITROBENZOIC ACID WITH 2-AMINOPYRIMIDINE, AND 4-NITROBENZOIC ACID WITH 3-AMINO-1,2,4-TRIAZOLE [J].
BYRIEL, KA ;
KENNARD, CHL ;
LYNCH, DE ;
SMITH, G ;
THOMPSON, JG .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (06) :969-981
[7]   Hydrogen-Bond Directed Cocrystallization as a Tool for Designing Acentric Organic Solids [J].
Etter, Margaret C. ;
Frankenbach, Gayle M. .
CHEMISTRY OF MATERIALS, 1989, 1 (01) :10-12
[8]   THE USE OF COCRYSTALLIZATION AS A METHOD OF STUDYING HYDROGEN-BOND PREFERENCES OF 2-AMINOPYRIMIDINE [J].
ETTER, MC ;
ADSMOND, DA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) :589-591
[9]   USING HYDROGEN-BONDS TO DESIGN ACENTRIC ORGANIC MATERIALS FOR NONLINEAR OPTICAL USERS [J].
ETTER, MC ;
FRANKENBACH, GM ;
ADSMOND, DA .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1990, 187 :25-39
[10]  
Fair C.K., 1990, MOLEN INTERACTIVE IN