A donor-acceptor-donor structured organic conductor with S···S chalcogen bonding

Crystal Growth and Design

Volumn 14, Issue 2, 2014, Pages 459-466

  Bai, Monalisa ^a   Thomas, Sajesh P ^a   Kottokkaran, Ranjith ^a   Nayak, Susanta K ^a   Ramamurthy, Praveen C ^a   Guru Row, T N ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE-DENSITY ANALYSIS; DONOR ACCEPTOR DONORS; HIGH ELECTRICAL CONDUCTIVITY; HIRSHFELD SURFACES; INTERMOLECULAR INTERACTIONS; MORPHOLOGICAL CHARACTERIZATION; SINGLE-CRYSTALLINE; THIOPHENE DERIVATIVES;

CRYSTAL STRUCTURE; HYDROGEN BONDS; NONLINEAR OPTICS; SURFACE ANALYSIS;

CRYSTALLINE MATERIALS;

EID: 84893668146     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg401069y     Document Type: Article

References (64)

1. Murphy, A. R.; Fréchet, J. M. J. Chem. Rev. 2007, 107, 1066-1096
2. Anthony, J. E. Angew. Chem., Int. Ed. 2008, 47, 452-483
3. Allard, S.; Forster, M.; Souharce, B.; Thiem, H.; Scherf, U. Angew. Chem., Int. Ed. 2008, 47, 4070-4098
4. Forrest, S. R. Nature 2004, 428, 911-918
5. Katz, H. E. Chem. Mater. 2004, 16, 4748-4756
6. Briseno, A. L.; Mannsfeld, S. C. B.; Ling, M. M.; Liu, S.; Tseng, R. J.; Reese, C.; Roberts, M. E.; Yang, Y.; Wudl, F.; Bao, Z. N. Nature 2006, 444, 913-917
7. Sundar, V. C.; Zaumseil, J.; Podzorov, V.; Menard, E.; Willett, R. L.; Someya, T.; Gershenson, M. E.; Rogers, J. A. Science 2004, 303, 1644-1646
8. Riede, M.; Mueller, T.; Tress, W.; Schueppel, R.; Leo, K. Nanotechnology 2008, 19, 424001-424001(12)
9. Campione, M.; Braga, D.; Raimondo, L.; Moret, M.; Sassella, A.; Binetti, S.; Acciarri, M. Open Appl. Phys. J. 2010, 3, 17-21
10. Tseng, R. J.; Chan, R.; Tung, V. C.; Yang, Y. Adv. Mater. 2008, 20, 435-438
11. Brütting, W. In Physics of Organic Semiconductors; Wiley-VCH: Weinheim, Germany, 2005.
12. Justin Thomas, K. R.; Lin, J. T.; Tao, Y. T.; Ko, C. W. J. Am. Chem. Soc. 2001, 123, 9404-9411
13. Thayumanavan, S.; Barlow, S.; Mader, S. R. Chem. Mater. 1997, 9, 3231-3235
14. Kong, X.; Kulkarni, A. P.; Jenekhe, S. A. Macromolecules 2003, 36, 8992-8999
15. Sun, X.; Liu, Y.; Xu, X.; Yang, C.; Yu, G.; Chen, S.; Zhao, Z.; Qiu, W.; Li, Y.; Zhu, D. J. Phys. Chem. B2005, 109, 10786-10792
16. Yang, Y.; Zhang, J.; Zhou, Y.; Zhao, G.; He, C.; Li, Y.; Andersson, M.; Inganas, O.; Zhang, F. J. Phys. Chem. C2010, 114, 3701-3706
17. Walker, W.; Veldman, B.; Chiechi, R.; Patil, S.; Bendikov, M.; Wudl, F. Macromolecules 2008, 41, 7278-7280
18. Yang, C.; Cho, S.; Chiechi, R. C.; Walker, W.; Coates, N. E.; Moses, D.; Heeger, A. J.; Wudl, F. J. Am. Chem. Soc. 2008, 130, 16524-16526
19. Ranjith, K.; Swathi, S. K.; Kumar, P.; Ramamurthy, P. C. Sol. Energy Mater. Sol. Cells 2012, 98, 448-454
20. Ranjith, K.; Swathi, S. K.; Prajwal, K.; Ramamurthy, P. C. J. Mater. Sci. 2010, 46, 2259-2266
21. Ranjith, K.; Swathi, S. K.; Malavika, A.; Ramamurthy, P. C. Sol. Energy Mater. Sol. Cells 2012, 105, 263-271
22. Swathi, S. K.; Ranjith, K.; Prajwal, K.; Ramamurthy, P. C. Sol. Energy Mater. Sol. Cells 2012, 96, 101-107
23. CrystAlisCCD and CrystAlisRED, version 1.171.33.31; Oxford Difraction Ltd.: Abingdon, Oxfordshire, England, 2009.
24. Sheldrick, G. M. SHELXL97, Program for Crystal Structure Refinement; University of Gottingen: Germany, 1997.
25. Farrugia, L. J. WinGX (V 1.70.01). J. Appl. Crystallogr., 1999, 32, 837.
26. Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565
27. Nardelli, M. J. Appl. Crystallogr. 1995, 28, 56 9
28. Spek, A. L. Acta Crystallogr. 1990, A46, C34
29. McKinnon, J. J.; Jayatilaka, D.; Spackman, M. A. Chem. Commun. 2007, 37, 3814-3816
30. Spackman, M. A.; McKinnon, J. J. Cryst. Eng. Comm. 2002, 4, 378-392
31. Kurtz, S. K.; Perry, T. T. J. Appl. Phys. 1968, 39, 3798-3813
32. Dougherty, J. P.; Kurtz, S. K. J. Appl. Crystallogr. 1976, 9, 145-158
33. Wu, J. S.; Cheng, Y. J.; Dubosc, M.; Hsieh, C. H.; Chang, C. Y.; Hsu, C. S. Chem. Commun. 2010, 46, 3259-3261
34. Zhou, Y.; Peng, P.; Han, L.; Tian, W. Synth. Met. 2007, 157, 502-507
35. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B: Condens. Matter Mater. Phys. 1988, 37, 785
36. Novoa, J. J.; Rovira, M. C; Rovira, C.; Veciana, J.; Tarriis, J. Adv. Mater. 1995, 7, 2
37. Rovira, C.; Novoa, J. J. Chem.-Eur. J. 1999, 5, 12
38. Rosenfield, R. E., Jr.; Parthasarathy, R.; Dunitz, J. D. J. Am. Chem. Soc. 1978, 99, 4860-4862
39. Row, T. N. G.; Parthasarathy, R. J. Am. Chem. Soc. 1981, 103, 477
40. Schafer, A.; Horn, H.; Ahlrichs, R. J. Chem. Phys. 1992, 97, 2571-2577
41. Peintinger, M. F.; Oliveira, D. V.; Bredow, T. J. Comput. Chem. 2013, 34, 451-459
42. Dovesi, R.; Saunders, V. R.; Roetti, C.; Orlando, R.; Zicovich-Wilson, C. M.; Pascale, F.; Civalleri, B.; Doll, K.; Harrison, N. M.; Bush, I. J.; D'Arco, P.; Llunell, M. University of Torino: Torino, 2009.
43. Allen, F. H.; Bruno, I. J. Acta Crystallogr., Sect. B: Struct. Sci. 2010, 66, 380-386
44. Bui, T. T. T.; Dahaoui, S.; Lecomte, C.; Desiraju, G. R.; Espinosa, E. Angew. Chem., Int. Ed. 2009, 48, 3838-3841
45. Hathwar, V. R.; Row, T. N. G. J. Phys. Chem. A 2010, 114, 13434-13441
46. Sakurai, T.; Sundaralingam, M.; Jeffrey, G. A. Acta Crystallogr. 1963, 16, 354-363
47. Ramasubbu, N.; Parthasarathy, R.; Murray-Rust, P. J. Am. Chem. Soc. 1986, 108, 4308-4314
48. Desiraju, G. R.; Parthasarathy, R. J. Am. Chem. Soc. 1989, 111, 8725-8726
49. Saha, B. K.; Nangia, A.; Nicoud, J. F. Cryst. Growth Des. 2006, 6, 1278-1281
50. Dahaoui, S.; Pichon-Pesme, V.; Howard, J. A. K.; Lecomte, C. J. Phys. Chem. A 1999, 103, 6240-6250
51. Lee, C. R.; Tang, T. H.; Chen, L.; Wang, C. C.; Wang, Y. J. Phys. Chem. Solids 2004, 65, 1957-1966
52. Munshi, P.; Row, T. N. G. Acta Crystallogr. 2006, B62, 612-626
53. Abramov, Y. Acta Crystallogr. Sect. A 1997, 53, 264-272
54. Espinosa, E.; Molins, E. J. Chem. Phys. 2000, 113, 5686-5694
55. Espinosa, E.; Alkorta, I.; Rozas, I.; Elguero, J.; Molins, E. Chem. Phys. Lett. 2001, 336, 457-461
56. Volkov, A.; Koritsanszky, T.; Coppens, P. Chem. Phys. Lett. 2004, 391, 170-175
57. Williams, D. E.; Cox, S. R. Acta Crystallogr., Sect. B: Struct. Sci. 1984, 40, 404-417
58. Cooper, W. F.; Kenny, N. C.; Edmonds, J. W.; Nagel, A.; Wudl, F.; Coppens, P. J. Chem. Soc. Chem. Commun. 1971, 889
59. Cooper, W. F.; Edmonds, J. W.; Wudl, F.; Coppens, P. Cryst. Struct. Commun. 1974, 3, 23
60. Ellern, A.; Bernstein, J.; Becker, J. Y.; Zamir, S.; Shahal, L.; Cohen, S. Chem. Mater. 1994, 6, 1378-1385
61. Batsanov, A. S. Acta Crystallogr. 2006, C62, 501-504
62. French, S. A.; Catlow, C. R. A. J. Phys. Chem. Solids 2004, 65, 39
63. Urayama, H.; Yamochi, G.; Saito, G.; Nozawa, K.; Sugano, T.; Kinoshita, M.; Sato, S.; Oshima, K.; Kawamoto, A.; Tanaka, J. Chem. Lett. 1988, 55
64. Belo, D.; Lopes, E. B.; Santos, I. C.; Dias, J. C.; Figueira, M.; Almeida, M.; Fourmigue, M.; Rovira, C. J. Low Temp. Phys. 2006, 142, 349-354