Received 18 April 2013
aPostgraduate Research Department of Physics, Rajah Serfoji Government College (Autonomous), Thanjavur 613 005, Tamilnadu, India,bDepartment of Chemistry, Tamkang University, Tamsui 25137, Taiwan,cDepartment of Chemistry, Bharathiar University, Coimbatore 641 046, Tamilnadu, India,dDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA,eSchool of Studies in Chemistry, Jiwaji University, Gwalior 474 011, MP, India, and fFaculty of Sciences, Department of Physics, Erciyes University, 38039 Kayseri, Turkey
Correspondence e-mail: email@example.com
In the title molecule, C20H15N3, the atoms in the carbazole unit deviate from planarity [maximum deviation from mean plane = 0.1082 (15) Å]. The pyrrole ring makes dihedral angles of 3.17 (8)/4.10 (9), 7.20 (9) and 44.62 (9)° with the fused benzene, pyrazole and phenyl rings, respectively. In the crystal, molecules are linked via N-HN hydrogen bonds, forming an infinite chain along . Molecules are further linked by nine - [centroid-centroid distances vary from 3.6864 (11) to 3.9802 (11) Å] and one C-H interaction, forming a three-dimensional network.
For related structures and the biological and pharmacological activity of carbazole alkaloids, see: Archana et al. (2010, 2011).
Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 and PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BG2506 ).
RJB acknowledges the NSF-MRI program (grant No. CHE0619278) for funds to purchase the X-ray diffractometer. SKG wishes to acknowledge the USIEF for the award of a Fulbright-Nehru Senior Research Fellowship.
Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Archana, R., Prabakaran, K., Rajendra Prasad, K. J., Thiruvalluvar, A. & Butcher, R. J. (2010). Acta Cryst. E66, o3146.
Archana, R., Yamuna, E., Rajendra Prasad, K. J., Thiruvalluvar, A. & Butcher, R. J. (2011). Acta Cryst. E67, o1799.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.