(R)-2,2′-Bis[N′-(3,5-dichlorophenyl)ureido]-1,1′-binaphthalene chloroform disolvate

Roman Holakovský,Ivana Císařová,Jan Čejka,Michal Dušek,Michaela Pojarová

doi:10.1107/s1600536810052657

Abstract

The title compound, C34H22Cl4N4O2·2CHCl3, is a new urea based on the 1,1′-binaphthalene skeleton, which crystallizes with two molecules of binaphthalene and four molecules of chloroform in the unit cell. The chloroform solvent molecules do not participate in non-covalent interactions and therefore, can be found in several positions. The binaphthalene molecules are connected via a system of N—H⋯O hydrogen bonds between the ureido units. C—H⋯O interactions also occur. In contrast to unsubstituted urea, where molecules form squares in crystals, the bulky substituents disturb this arrangement and three ureido groups form infinite chains, while the fourth interacts with a neighbouring binaphthalene ring via an N—H⋯π interaction. The solvent molecules are disordered with occupancy ratios of 0.60:0.40, 0.58:0.42, 0.50:0.50 and 0.77:0.23.

Highlights

The title compound, C34H22Cl4N4O22CHCl3, is a new urea based on the 1,10 -binaphthalene skeleton, which crystallizes with two molecules of binaphthalene and four molecules of chloroform in the unit cell
The chloroform solvent molecules do not participate in non-covalent interactions and can be found in several positions
The binaphthalene molecules are connected via a system of N—H O hydrogen bonds between the ureido units

Summary

Structure Reports

Dušek,b Jan Čejkac and Ivana Cısařovád a Department of Organic Chemistry, Institute of Chemical Technology Prague, Technická 5, 166 28 Prague 6, Czech Republic, bInstitute of Physics, AS CR, v.v.i., Na Slovance 2, 182 21 Praha 8, Czech Republic, cDepartment of Solid State. The chloroform solvent molecules do not participate in non-covalent interactions and can be found in several positions. The binaphthalene molecules are connected via a system of N—H O hydrogen bonds between the ureido units. In contrast to unsubstituted urea, where molecules form squares in crystals, the bulky substituents disturb this arrangement and three ureido groups form infinite chains, while the fourth interacts with a neighbouring binaphthalene ring via an N—H interaction. The solvent molecules are disordered with occupancy ratios of 0.60:0.40, 0.58:0.42, 0.50:0.50 and 0.77:0.23

Related literature

Data collection

Special details