Crystal structure of 4,5,6,7,8,8-hexachloro-2-(3,4-dimethoxyphenethyl)-3a, 4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione [+solvent]

被引:1
作者
Manohar, R. [1 ,4 ]
Harikrishna, M. [2 ]
Etti, S. Harikrishna [3 ]
Ramanathan, C. [2 ]
Gunasekaran, K. [1 ]
机构
[1] Univ Madras, Ctr Adv Study Crystallog & Biophys, Guindy Campus, Chennai 600025, Tamil Nadu, India
[2] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
[3] Bharathiar Univ, Dept Med Phys, Coimbatore, Tamil Nadu, India
[4] Florida Int Univ, Ctr Cellular Biol & Pharmacol, Herbert Werthiem Coll Med, Miami, FL 33199 USA
关键词
crystal structure; norbornene; hexachloro; isoindolene; hydrogen bonding; offset pi-pi interaction; C-Cl center dot center dot center dot pi interaction; DERIVATIVES;
D O I
10.1107/S2056989019004109
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C19H15Cl6NO4 [+solvent], the sixq-membered ring of the norbornene moiety adopts a boat conformation and the two fiveq-membered rings have envelope conformations. The pyrrolidine ring makes a dihedral angle of 14.83 (12)degrees with the 3,4-dimethoxyphenyl ring, which are attached to each other by an extended N-CH2-CH2-C-ar bridge. In the crystal, the structure features C-H center dot center dot center dot O intermolecular hydrogen bonds, an offset pi-pi interaction [ intercentroid distance = 3.564 (1) angstrom] and a C-Cl center dot center dot center dot pi interaction. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015). Acta Cryst. C71, 9-18] of PLATON. The solvent contribution was not included in the reported molecular weight and density.
引用
收藏
页码:562 / +
页数:9
相关论文
共 21 条
[1]   SYNTHESIS AND CENTRAL NERVOUS-SYSTEM DEPRESSANT ACTIVITY OF SOME BICYCLIC AMIDES [J].
AEBERLI, P ;
GOGERTY, JH ;
HOULIHAN, WJ ;
IORIO, LC .
JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (03) :436-438
[2]   Synthesis of Succinimide Derivatives by NHC-Catalyzed Stetter Reaction of Aromatic Aldehydes with N-Substituted Itaconimides [J].
Ahire, Milind M. ;
Mhaske, Santosh B. .
ACS OMEGA, 2017, 2 (10) :6598-6604
[3]   THE ANTIHYPERTENSIVE EFFECT OF A SELECTIVE CENTRAL MUSCARINIC CHOLINERGIC ANTAGONIST - N-(4-DIETHYLAMINO-2-BUTYNYL)-SUCCINIMIDE [J].
CORAM, WM ;
BREZENOFF, HE .
DRUG DEVELOPMENT RESEARCH, 1983, 3 (06) :503-516
[4]   SYNTHESIS AND ANTI-CANCER ACTIVITY OF NITROSOUREA DERIVATIVES OF PHENSUXIMIDE [J].
CRIDER, AM ;
KOLCZYNSKI, TM ;
YATES, KM .
JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (03) :324-326
[5]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[6]   The Cambridge Structural Database [J].
Groom, Colin R. ;
Bruno, Ian J. ;
Lightfoot, Matthew P. ;
Ward, Suzanna C. .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179
[7]   THE CYTOTOXICITY OF N-PYRIDINYL AND N-QUINOLINYL SUBSTITUTED DERIVATIVES OF PHTHALIMIDE AND SUCCINIMIDE [J].
HALL, IH ;
WONG, OT ;
SCOVILL, JP .
BIOMEDICINE & PHARMACOTHERAPY, 1995, 49 (05) :251-258
[8]   CYCLIC CARBOXYLIC MONOIMIDES [J].
HARGREAVES, MK ;
PRITCHARD, JG ;
DAVE, HR .
CHEMICAL REVIEWS, 1970, 70 (04) :439-+
[9]   Bile acid amides derived from chiral amino alcohols: novel antimicrobials and antifungals [J].
Hazra, BG ;
Pore, VS ;
Dey, SK ;
Datta, S ;
Darokar, MP ;
Saikia, D ;
Khanuja, SPS ;
Thakur, AP .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (03) :773-777
[10]   Hirsutellone F, a dimer of antitubercular alkaloids from the seed fungus Trichoderma species BCC 7579 [J].
Isaka, Masahiko ;
Prathumpai, Wai ;
Wongsa, Patcharaporn ;
Tanticharoen, Morakot .
ORGANIC LETTERS, 2006, 8 (13) :2815-2817