Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Molecular structures of chalcone podands: A prognosis of photoinduced transformations in the crystals

Journal Article · · Crystallography Reports
;  [1];  [1]
  1. Russian Academy of Sciences, I. Ya. Postovsky Institute of Organic Synthesis, Ural Division (Russian Federation)
A series of chalcone podands with the propenone group in the ortho position of the bridging aryl substituent with respect to the oxyethylene fragment is synthesized. The influence of the preorganization of the chalcone podand molecules in crystals on their ability to participate in topochemical reactions is investigated. From analyzing the X-ray structural data, the highest probability of the solid-state photochemical [2 + 2]cycloaddition is predicted for podands with phenyl substituents and the oxyethylene fragment containing two or three oxygen atoms. The X-ray structural data for the chalcone podand C{sub 32}H{sub 26}O{sub 4} (3a) are as follows: a = 7.904(9) A, b = 14.92(2) A, c = 21.30(3) A, {beta} = 91.7(1){sup o}, monoclinic system, space group P2{sub 1}/c, Z = 4, V = 2510(5) A{sup 3}, {rho} = 1.26 g/cm{sup 3}, and R = 0.046; C{sub 34}H{sub 30}O{sub 5} (3b): a = 15.738(9) A, b = 11.889(2) A, c = 15.0830(15) A, {beta} = 105.47(14){sup o}, monoclinic system, space group C2/c, Z = 4, V = 2720.0(9) A{sup 3}, {rho} = 1.266 g/cm{sup 3}, and R = 0.0418; C{sub 32}H{sub 24}N{sub 2}O{sub 8} (4a): a = 17.9416(18) A, b = 10.9703(8) A, c = 41.699(2) A, {beta} = 105.970(11){sup o}, monoclinic system, space group P2{sub 1}/c, Z = 4, V = 2781.4(5) A{sup 3}, {rho} = 1.348 g/cm{sup 3}, and R = 0.0426; C{sub 36}H{sub 32}N{sub 2}O{sub 10} (4c): a = 7.6286(5)A, b = 17.9398(10) A, c = 11.5890(3)A, {beta} = 95.287(4){sup o}, monoclinic system, space group P2{sub 1}/n, Z = 2, V = 1579.27(14) A{sup 3}, {rho} = 1.372 g/cm{sup 3}, and R = 0.0377; and C{sub 28}H{sub 22}O{sub 6} (5a): a = 15.6032(10) A, b = 8.1131(5) A, c = 17.7334(11) A, {beta} = 91.381(5){sup o}, monoclinic system, space group C2/c, Z = 4, V = 2244.2(2) A{sup 3}, {rho} = 1.345 g/cm{sup 3}, and R = 0.0309.
OSTI ID:
22050879
Journal Information:
Crystallography Reports, Journal Name: Crystallography Reports Journal Issue: 1 Vol. 54; ISSN 1063-7745; ISSN CYSTE3
Country of Publication:
United States
Language:
English