Halogen bonding synthon crossover in conformational polymorphism

被引：26
作者：
Khavasi, Hamid Reza [1 ]
Tehrani, Alireza Azhdari [1 ]
机构：
[1] Shahid Beheshti Univ, Fac Chem, GC, Tehran 1983963113, Iran
来源：
CRYSTENGCOMM | 2013年 / 15卷 / 29期
关键词：
REGULAR 2-COMPONENT HAMILTONIANS; DENSITY-FUNCTIONAL THEORY; INTERMOLECULAR INTERACTIONS; SUPRAMOLECULAR CHEMISTRY; CONCOMITANT POLYMORPHS; MOLECULAR-STRUCTURES; PI STACKING; AB-INITIO; COORDINATION; HYDROGEN;
D O I：
10.1039/c3ce40600h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two concomitant conformational polymorphs of N-(3-bromophenyl)-2-pyrazinecarboxamide have been discovered and characterized. The synthon crossover between Br center dot center dot center dot Br and Br center dot center dot center dot N "halogen bonding" on the formation of these polymorphs has been investigated by Hirshfeld surface analysis, halogen bonding interaction energy, lattice energy calculations and calorimetric analysis. From our results, it can be seen that different halogen bonding synthons, along with other intermolecular interactions, namely hydrogen bonding and pi-pi stacking interactions, result in the formation of different conformational polymorphs.
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收藏
页码：5813 / 5820
页数：8
相关论文
共 77 条
[61]   Halogen bonded supramolecular complexes and networks [J].
Rissanen, Kari .
CRYSTENGCOMM, 2008, 10 (09) :1107-1113
[62]  
Sheldrick G.M., 1997, Programs for Crystal Structure Analysis (Release 97-2)
[63]   Polymorphism and pseudopolymorphism of the [Ni(4-methylpyridine)4(NCS)2] Werner complex, the compound that led to the concept of "organic zeolites" [J].
Soldatov, DV ;
Enright, GD ;
Ripmeester, JA .
CRYSTAL GROWTH & DESIGN, 2004, 4 (06) :1185-1194
[64]   Fingerprinting intermolecular interactions in molecular crystals [J].
Spackman, MA ;
McKinnon, JJ .
CRYSTENGCOMM, 2002, 4 :378-392
[65]  
Stoe & Cie, 2005, X RED PROGR DAT RED
[66]  
*STOE CIE GMBH, 2004, X SHAPE PROGR CRYST
[67]   Preparation of poly(diiododiacetylene), an ordered conjugated polymer of carbon and iodine [J].
Sun, AW ;
Lauher, JW ;
Goroff, NS .
SCIENCE, 2006, 312 (5776) :1030-1034
[68]   COMPASS: An ab initio force-field optimized for condensed-phase applications - Overview with details on alkane and benzene compounds [J].
Sun, H .
JOURNAL OF PHYSICAL CHEMISTRY B, 1998, 102 (38) :7338-7364
[69]   RELATIVISTIC REGULAR 2-COMPONENT HAMILTONIANS [J].
VANLENTHE, E ;
BAERENDS, EJ ;
SNIJDERS, JG .
JOURNAL OF CHEMICAL PHYSICS, 1993, 99 (06) :4597-4610
[70]  
vanLenthe E, 1996, INT J QUANTUM CHEM, V57, P281, DOI 10.1002/(SICI)1097-461X(1996)57:3<281::AID-QUA2>3.0.CO
12345678