Hydrogen-bonded dimers in 3-amino-4-anilino-1H-isochromen-1-one and a hydrogen-bonded sheet in 3-amino-4-[methyl(phenyl)amino]-1H-isochromen-1-one

被引：1
|
作者：
Vicentes, Daniel E. [1 ]
Rodriguez, Ricaurte [1 ]
Cobo, Justo [2 ]
Glidewell, Christopher [3 ]
机构：
[1] Univ Nacl Colombia, Dept Chem, Bogota 14490, Colombia
[2] Univ Jaen, Dept Quim Inorgan & Organ, Jaen 23071, Spain
[3] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
来源：
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2013年 / 69卷
关键词：
BIOACTIVE ISOCOUMARINS;
D O I：
10.1107/S0108270113014777
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The molecules of 3-amino-4-anilino-1H-isochromen-1-one, C15H12N2O2, (I), and 3-amino-4-[methyl(phenyl)amino]-1H-isochromen-1-one, C16H14N2O2, (II), adopt very similar conformations, with the substituted amino group PhNR, where R = H in (I) and R = Me in (II), almost orthogonal to the adjacent heterocyclic ring. The molecules of (I) are linked into cyclic centrosymmetric dimers by pairs of N-H center dot center dot center dot O hydrogen bonds, while those of (II) are linked into complex sheets by a combination of one three-centre N-H center dot center dot center dot(O)(2) hydrogen bond, one two-centre C-H center dot center dot center dot O hydrogen bond and two C-H center dot center dot center dot pi(arene) hydrogen bonds.
引用
收藏
页码：770 / +
页数：12
相关论文
共 50 条
  • [21] 3-butyl-1H-isochromen-1-one
    Hathwar, Venkatesha R.
    Manivel, P.
    Khan, F. Nawaz
    Row, T. N. Guru
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3707 - U2105
  • [22] Three ethyl 5-amino-1-aryl-1H-imidazole-4-carboxylates:: hydrogen-bonded supramolecular structures in one, two and three dimensions
    Costa, Marilia S.
    Boechat, Nubia
    Wardell, Solange M. S. V.
    Ferreira, Victor F.
    Low, John N.
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2007, 63 (o33-o37): : O33 - O37
  • [23] 3-(2-chloro-6-fluorophenyl)-1H-isochromen-1-one
    Khalid, Muhammad
    Qadeer, Ghulam
    Khan, Gul Shahzada
    Rama, Nasim Hasan
    Wong, Wai-Yeung
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O5244 - O5245
  • [24] Crystal structures of two new isocoumarin derivatives: 8-amino-6-methyl-3,4-diphenyl-1H-isochromen-1-one and 8-amino-3,4-dietnyl-6-methyl-1H-isochromen-1-one
    Abuthahir, S. Syed
    NizamMohideen, M.
    Mayakrishnan, S.
    Maheswari, N. Uma
    Viswanathan, V.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 1117 - +
  • [25] Hydrogen-bonded network in the salt 4-methyl-1H-imidazol-3-ium picrate
    Song, Xue-gang
    Su, Ping
    Xu, Xing-man
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2016, 72 : 772 - +
  • [26] A hydrogen-bonded ribbon in 6-amino-3-methyl-5-nitroso-2-(pyrrolidin-1-yl)pyrimidin-4(3H)-one monohydrate and hydrogen-bonded sheets in 6-amino-2-dimethylamino-3-methyl-5-nitrosopyrimidin-4(3H)-one monohydrate (vol 65, pg O549, 2009)
    Orozco, Fabian
    Insuasty, Braulio
    Cobo, Justo
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2013, 69 : 1414 - 1414
  • [27] 5-Amino-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde hemihydrate: a polarized electronic structure within hydrogen-bonded sheets of R108(34) rings
    Quiroga, Jairo
    Trilleras, Jorge
    Cobo, Justo
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2010, 66 : O47 - O49
  • [28] 6-Amino-3-methyl-5-nitrosopyrimidine-2,4(1H,3H)-dione forms a three-dimensional hydrogen-bonded framework structure
    Salido, MLG
    Valero, MDG
    Low, JN
    Glidewell, C
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2003, 59 (06): : O340 - O342
  • [29] A simple hydrogen-bonded chain in (3Z)-3-{1-[(5-phenyl-1H-pyrazol-3-yl)amino]ethylidene}-4,5-dihydrofuran-2(3H)-one, and a hydrogen-bonded ribbon of centrosymmetric rings in the self-assembled adduct (3Z)-3-{1-[(5-methyl-1H-pyrazol-3-yl)amino]ethylidene}-4,5-dihydrofuran-2(3H)-one-6-(2-hydroxyethyl)-2,5-dimethylpyrazolo[1,5-a]pyrimidin-7(4H)-one (1/1)
    Quiroga, Jairo
    Portilla, Jaime
    Cobo, Justo
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2010, 66 : O25 - O28
  • [30] A hydrogen-bonded heterodimer of 1-(4-hexyloxyphenyl)pyridin-4(1H)-one with 4-cyanobenzoic acid
    Li, Chenguang
    Robinson, Paul D.
    Dyer, Daniel J.
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2006, 62 (o596-o598): : O596 - O598
12345