title: Structure of Pigment Yellow 181 dimethylsulfoxide N-methyl-2-pyrrolidone (1:1:1) solvate from XRPD + DFT-D.
abstract: With only a 2.6 Å resolution laboratory powder diffraction pattern of the θ phase of Pigment Yellow 181 (P.Y. 181) available, crystal-structure solution and Rietveld refinement proved challenging; especially when the crystal structure was shown to be a triclinic dimethylsulfoxide N-methyl-2-pyrrolidone (1:1:1) solvate. The crystal structure, which in principle has 28 possible degrees of freedom, was determined in three stages by a combination of simulated annealing, partial Rietveld refinement with dummy atoms replacing the solvent molecules and further simulated annealing. The θ phase not being of commercial interest, additional experiments were not economically feasible and additional dispersion-corrected density functional theory (DFT-D) calculations were employed to confirm the correctness of the crystal structure. After the correctness of the structure had been ascertained, the bond lengths and valence angles from the DFT-D minimized crystal structure were fed back into the Rietveld refinement as geometrical restraints (`polymorph-dependent restraints') to further improve the details of the crystal structure; the positions of the H atoms were also taken from the DFT-D calculations. The final crystal structure is a layered structure with an elaborate network of hydrogen bonds.
authors: Institute for Inorganic and Analytical Chemistry, Frankfurt University, Max-von-Laue-Str. 7, D-60438 Frankfurt am Main, Germany.
authors: Jacco
authors: J
authors: van de Streek
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D004396:Coloring Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D033362:Powder Diffraction; D011760:Pyrrolidinones / Q000737:chemistry; D011789:Quantum Theory; D012997:Solvents; D014961:X-Ray Diffraction
chemical_list: D001549:Benzamides; D004396:Coloring Agents; D006835:Hydrazones; D011760:Pyrrolidinones; D012997:Solvents; C000601705:pigment yellow 181; C038678:N-methylpyrrolidone; D004121:Dimethyl Sulfoxide
keywords: Pigment Yellow 181; X-ray powder diffraction; dispersion-corrected density functional theory
references: Inorg Chem. 1997 Jul 30;36(16):3398-3401
references: 11670012
references: Acta Crystallogr B. 2005 Feb;61(Pt 1):37-45
references: 15659856
references: J Comput Chem. 2006 Nov 30;27(15):1787-99
references: 16955487
references: Acta Crystallogr C. 2012 Mar;68(Pt 3):o144-8
references: 22382550
references: Angew Chem Int Ed Engl. 2005 Nov 4;44(43):7032-5
references: 16222650
references: Acta Crystallogr B. 2002 Jun;58(Pt 3 Pt 2):489-93
references: 12037338
references: Acta Crystallogr B. 2010 Oct;66(Pt 5):544-58
references: 20841921
references: Acta Crystallogr B. 2009 Apr;65(Pt 2):200-11
references: 19299876
references: Acta Crystallogr A. 2002 Jul;58(Pt 4):316-26
references: 12089454
references: J Chem Inf Comput Sci. 2004 Nov-Dec;44(6):2133-44
references: 15554684