# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'compound2.cif' #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2011-01-13 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #------------------ AUTHOR DETAILS -------------------------------------------# # Name and address of author for correspondence _publ_contact_author_name 'Manuel Gomez' _publ_contact_author_address ; Department of Chemistry University of Anywhere Sometown Somewhere, UK ; _publ_contact_author_email manuel.gomez@uah.es _publ_contact_author_fax 00(000)0000000 _publ_contact_author_phone 00(000)0000000 # Insert blank lines between references _publ_section_references ; Blessing, R. H. (1995) Acta Cryst., A51, 33-38. Blessing, R. H. (1987) Cryst. Rev. 1, 3-58. Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397. Bruker (2007) APEX2 (Version 2.1-4), SAINT (version 7.34A), SADABS (version 2007/4), BrukerAXS Inc, Madison, Wisconsin, USA. Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358. Flack H. D. & Bernardinelli, G. (71999). Acta Cryst. A55, 908-915. Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148. Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst, A24, 351-359 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr. 34, 824-828 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr. 35, 281. ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. APEX, APEX2, SMART, SAINT, SAINT-Plus: Bruker (2007). Program name(s). Bruker AXS Inc., Madison, Wisconsin, USA. [Older versions (pre-1997) should refer to Siemens Analytical X-ray Instruments Inc. instead of Bruker AXS.] CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS). Enraf-Nonius, Delft, The Netherlands. Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388. CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England. CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006). Program name(s). Oxford Diffraction Ltd, Abingdon, England. CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487. COLLECT: Nonius [or Hooft, R. W. W.] (1998). COLLECT. Nonius BV, Delft, The Netherlands. DENZO/SCALEPACK: Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press. DIAMOND: Brandenburg, K. [or Brandenburg, K. & Putz, H., or Brandenburg, K. & Berndt, M.] (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt, Germany. DIFABS: Walker, N. & Stuart, D. (1983). Acta Cryst., A39, 158 - 166. DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96. DIRDIF99: Beurskens, P.T., Beurskens, G., de Gelder, R., Garci\'ia-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004). J. Appl. Cryst. 37, 335-338. EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs, A. M. M. (2003). J. Appl. Cryst. 36, 220-229. JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics, Czech Academy of Sciences, Prague, Czech Republic. Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457. Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell, W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris, S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144. ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. ORTEPIII: Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA. ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659. PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan. PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. publCIF: Westrip, S. P. (2008). publCIF. In preparation. SADABS, TWINABS: Bruker (2001). Program name. Bruker AXS Inc., Madison, Wisconsin, USA. or Sheldrick, G. M. (1996). Program name. University of G ttingen, Germany. SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103. SUPERFLIP Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790. TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan. WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. X-AREA, X-RED, X-RED32, X-SHAPE: Stoe & Cie (2002). Program name(s). Stoe & Cie GmbH, Darmstadt, Germany. XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany. XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. ; _publ_requested_category FM loop_ _publ_author_name 'Miguel Galajov' 'Agustin Galindo' 'Carlos Garcia' 'Manuel Gomez' 'Pilar Gomez-Sal' 'Andres Parra' #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_import _database_code_depnum_ccdc_archive 'CCDC 812061' #TrackingRef 'compound2.cif' _audit_creation_date 2011-01-13T13:10:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H17 Cl3 N1 Ta1' _chemical_formula_sum 'C14 H17 Cl3 N Ta' _chemical_formula_weight 486.59 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.3962(10) _cell_length_b 6.8838(3) _cell_length_c 15.891(2) _cell_angle_alpha 90 _cell_angle_beta 109.953(7) _cell_angle_gamma 90 _cell_volume 1480.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 310 _cell_measurement_theta_min 3.45 _cell_measurement_theta_max 16.24 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 2.183 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -11 -9 10 0.102 18 14 -19 0.111 1 1 13 0.115 0 0 -1 0.075 1 1 9 0.108 -4 -3 3 0.099 0 -1 -14 0.074 9 1 7 0.075 -14 -1 -12 0.078 1 9 -8 0.15 13 8 -9 0.118 4 1 -5 0.094 -7 1 13 0.137 6 -1 -8 0.167 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.041 _exptl_absorpt_correction_T_max 0.073 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_ub_11 0.01 _diffrn_orient_matrix_ub_12 0 _diffrn_orient_matrix_ub_13 0 _diffrn_orient_matrix_ub_21 0 _diffrn_orient_matrix_ub_22 0.01 _diffrn_orient_matrix_ub_23 0 _diffrn_orient_matrix_ub_31 0 _diffrn_orient_matrix_ub_32 0 _diffrn_orient_matrix_ub_33 0.01 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0849 _diffrn_reflns_av_unetI/netI 0.1902 _diffrn_reflns_number 10947 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 3391 _reflns_number_gt 2235 _reflns_threshold_expression >2\s(I) _diffrn_reflns_reduction_process ; Scaled and merged with Sortav R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3391 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0876 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 0.886 _refine_ls_restrained_S_all 0.886 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.001 _refine_diff_density_min -1.931 _refine_diff_density_rms 0.224 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9090(8) 1.0045(16) 0.2348(8) 0.037(3) Uani 1 1 d . . . H1 H 0.8995 0.9414 0.2829 0.045 Uiso 1 1 calc R . . C2 C 0.9671(8) 0.9387(16) 0.1858(8) 0.036(3) Uani 1 1 d . . . H2 H 1.0012 0.8215 0.1941 0.044 Uiso 1 1 calc R . . C3 C 0.9648(7) 1.0775(16) 0.1236(7) 0.032(2) Uani 1 1 d . . . H3 H 0.9994 1.0721 0.0838 0.039 Uiso 1 1 calc R . . C4 C 0.9027(8) 1.2284(15) 0.1292(7) 0.035(3) Uani 1 1 d . . . H4 H 0.8876 1.3388 0.0934 0.042 Uiso 1 1 calc R . . C5 C 0.8676(8) 1.1842(14) 0.1979(8) 0.035(2) Uani 1 1 d . . . H5 H 0.8244 1.2594 0.2164 0.042 Uiso 1 1 calc R . . C19 C 0.5821(9) 0.6913(17) 0.0039(10) 0.049(3) Uani 1 1 d . . . H19A H 0.6137 0.5872 0.0436 0.073 Uiso 1 1 calc R . . H19B H 0.5286 0.6403 -0.0456 0.073 Uiso 1 1 calc R . . H19C H 0.5569 0.7845 0.0357 0.073 Uiso 1 1 calc R . . C18 C 0.6785(9) 0.6356(17) -0.0884(8) 0.044(3) Uani 1 1 d . . . H18A H 0.7128 0.5294 -0.0517 0.066 Uiso 1 1 calc R . . H18B H 0.7193 0.6908 -0.119 0.066 Uiso 1 1 calc R . . H18C H 0.618 0.5893 -0.1314 0.066 Uiso 1 1 calc R . . C17 C 0.6034(8) 0.9475(15) -0.0907(8) 0.037(3) Uani 1 1 d . . . H17A H 0.5566 0.8938 -0.1451 0.044 Uiso 1 1 calc R . . H17B H 0.5672 1.0256 -0.0615 0.044 Uiso 1 1 calc R . . C15 C 0.6476(9) 1.1648(16) -0.1952(7) 0.041(3) Uani 1 1 d . . . H15 H 0.5834 1.1505 -0.2351 0.049 Uiso 1 1 calc R . . C16 C 0.6766(8) 1.0698(15) -0.1127(8) 0.035(2) Uani 1 1 d . . . C11 C 0.7697(8) 1.0967(14) -0.0487(7) 0.031(2) Uani 1 1 d . . . C12 C 0.8362(8) 1.2109(14) -0.0749(8) 0.034(2) Uani 1 1 d . . . H12 H 0.9005 1.2282 -0.0358 0.04 Uiso 1 1 calc R . . C13 C 0.8063(10) 1.2986(15) -0.1594(8) 0.043(3) Uani 1 1 d . . . H13 H 0.8518 1.3719 -0.1756 0.052 Uiso 1 1 calc R . . C14 C 0.7141(10) 1.2802(16) -0.2177(8) 0.042(3) Uani 1 1 d . . . H14 H 0.6952 1.3442 -0.2726 0.051 Uiso 1 1 calc R . . Cl4 Cl 0.8899(2) 0.7196(3) 0.01256(19) 0.0343(6) Uani 1 1 d . . . Cl5 Cl 0.7794(2) 0.6539(4) 0.1589(2) 0.0415(7) Uani 1 1 d . . . Cl6 Cl 0.6659(2) 1.0989(4) 0.1020(2) 0.0431(7) Uani 1 1 d . . . N1 N 0.6557(6) 0.7880(12) -0.0304(6) 0.031(2) Uani 1 1 d . . . Ta1 Ta 0.80256(3) 0.93844(6) 0.07994(3) 0.02811(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.033(6) 0.057(7) 0.018(6) 0.005(5) 0.005(5) 0.000(5) C2 0.033(6) 0.037(6) 0.038(7) -0.002(5) 0.012(6) 0.003(5) C3 0.019(5) 0.053(7) 0.026(6) -0.005(5) 0.008(5) 0.001(5) C4 0.043(7) 0.038(6) 0.020(6) 0.001(4) 0.005(5) -0.009(5) C5 0.045(7) 0.028(6) 0.034(7) -0.005(4) 0.016(6) 0.000(5) C19 0.047(8) 0.045(7) 0.064(10) 0.003(6) 0.032(7) -0.009(5) C18 0.041(7) 0.045(7) 0.036(8) -0.015(5) -0.001(6) 0.000(5) C17 0.034(6) 0.038(6) 0.036(7) 0.001(5) 0.009(6) -0.003(5) C15 0.050(8) 0.047(7) 0.018(6) -0.001(5) 0.001(5) 0.019(5) C16 0.037(6) 0.033(6) 0.033(7) -0.007(5) 0.011(6) 0.001(5) C11 0.040(6) 0.025(6) 0.027(6) -0.003(4) 0.011(5) 0.001(4) C12 0.038(7) 0.036(6) 0.028(6) -0.004(4) 0.013(5) 0.002(5) C13 0.070(9) 0.033(6) 0.039(8) 0.010(5) 0.035(8) 0.021(5) C14 0.058(8) 0.042(7) 0.029(7) 0.007(5) 0.019(7) 0.014(6) Cl4 0.0366(15) 0.0315(14) 0.0395(16) -0.0030(10) 0.0193(13) 0.0026(10) Cl5 0.0566(19) 0.0349(15) 0.0411(18) 0.0081(11) 0.0271(16) 0.0016(12) Cl6 0.0349(16) 0.0559(18) 0.0409(18) -0.0090(13) 0.0161(14) 0.0071(12) N1 0.024(5) 0.036(5) 0.038(6) -0.001(4) 0.016(4) 0.003(4) Ta1 0.0320(3) 0.0279(3) 0.0269(3) 0.00082(18) 0.0132(2) 0.00166(18) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.398(14) . ? C1 C5 1.411(15) . ? C1 Ta1 2.457(12) . ? C2 C3 1.367(15) . ? C2 Ta1 2.392(12) . ? C3 C4 1.393(14) . ? C3 Ta1 2.398(10) . ? C4 C5 1.385(14) . ? C4 Ta1 2.430(10) . ? C5 Ta1 2.461(11) . ? C19 N1 1.503(12) . ? C18 N1 1.505(13) . ? C17 C16 1.482(14) . ? C17 N1 1.482(14) . ? C15 C14 1.382(16) . ? C15 C16 1.395(15) . ? C16 C11 1.391(16) . ? C11 C12 1.407(14) . ? C11 Ta1 2.220(11) . ? C12 C13 1.399(15) . ? C13 C14 1.340(18) . ? Cl4 Ta1 2.433(2) . ? Cl5 Ta1 2.410(2) . ? Cl6 Ta1 2.385(2) . ? N1 Ta1 2.467(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C5 107.6(10) . . ? C2 C1 Ta1 70.7(7) . . ? C5 C1 Ta1 73.5(7) . . ? C3 C2 C1 107.7(9) . . ? C3 C2 Ta1 73.6(7) . . ? C1 C2 Ta1 75.8(7) . . ? C2 C3 C4 109.4(9) . . ? C2 C3 Ta1 73.2(6) . . ? C4 C3 Ta1 74.5(6) . . ? C5 C4 C3 107.6(9) . . ? C5 C4 Ta1 74.8(6) . . ? C3 C4 Ta1 72.0(6) . . ? C4 C5 C1 107.6(9) . . ? C4 C5 Ta1 72.3(6) . . ? C1 C5 Ta1 73.2(6) . . ? C16 C17 N1 109.2(9) . . ? C14 C15 C16 120.1(12) . . ? C11 C16 C15 122.0(10) . . ? C11 C16 C17 119.2(10) . . ? C15 C16 C17 118.7(11) . . ? C16 C11 C12 116.1(10) . . ? C16 C11 Ta1 117.2(7) . . ? C12 C11 Ta1 126.5(9) . . ? C13 C12 C11 120.5(11) . . ? C14 C13 C12 122.0(11) . . ? C13 C14 C15 119.0(11) . . ? C17 N1 C19 107.3(8) . . ? C17 N1 C18 106.8(9) . . ? C19 N1 C18 104.0(8) . . ? C17 N1 Ta1 105.8(6) . . ? C19 N1 Ta1 117.9(7) . . ? C18 N1 Ta1 114.5(6) . . ? C11 Ta1 Cl6 88.9(3) . . ? C11 Ta1 C2 119.7(4) . . ? Cl6 Ta1 C2 124.4(3) . . ? C11 Ta1 C3 87.2(4) . . ? Cl6 Ta1 C3 122.9(2) . . ? C2 Ta1 C3 33.2(4) . . ? C11 Ta1 Cl5 148.7(3) . . ? Cl6 Ta1 Cl5 91.84(10) . . ? C2 Ta1 Cl5 85.1(3) . . ? C3 Ta1 Cl5 117.9(3) . . ? C11 Ta1 C4 79.1(4) . . ? Cl6 Ta1 C4 90.0(3) . . ? C2 Ta1 C4 55.7(4) . . ? C3 Ta1 C4 33.5(3) . . ? Cl5 Ta1 C4 132.2(3) . . ? C11 Ta1 Cl4 83.0(2) . . ? Cl6 Ta1 Cl4 158.16(11) . . ? C2 Ta1 Cl4 76.9(3) . . ? C3 Ta1 Cl4 77.0(2) . . ? Cl5 Ta1 Cl4 84.82(9) . . ? C4 Ta1 Cl4 108.2(3) . . ? C11 Ta1 C1 134.0(4) . . ? Cl6 Ta1 C1 91.8(3) . . ? C2 Ta1 C1 33.5(3) . . ? C3 Ta1 C1 54.8(3) . . ? Cl5 Ta1 C1 77.2(3) . . ? C4 Ta1 C1 55.0(4) . . ? Cl4 Ta1 C1 108.4(3) . . ? C11 Ta1 C5 105.7(4) . . ? Cl6 Ta1 C5 71.8(3) . . ? C2 Ta1 C5 55.7(4) . . ? C3 Ta1 C5 54.9(3) . . ? Cl5 Ta1 C5 104.3(3) . . ? C4 Ta1 C5 32.9(3) . . ? Cl4 Ta1 C5 129.9(3) . . ? C1 Ta1 C5 33.3(4) . . ? C11 Ta1 N1 72.0(3) . . ? Cl6 Ta1 N1 75.45(19) . . ? C2 Ta1 N1 154.5(3) . . ? C3 Ta1 N1 152.5(3) . . ? Cl5 Ta1 N1 78.0(2) . . ? C4 Ta1 N1 147.6(3) . . ? Cl4 Ta1 N1 82.75(18) . . ? C1 Ta1 N1 151.6(3) . . ? C5 Ta1 N1 147.2(3) . . ? # END of CIF # Attachment 'compound3.cif' data_import3 _database_code_depnum_ccdc_archive 'CCDC 812062' #TrackingRef 'compound3.cif' _audit_creation_date 2011-01-13T13:35:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C17 H25 Cl3 N1 Si1 Ta1' _chemical_formula_sum 'C17 H25 Cl3 N Si Ta' _chemical_formula_weight 558.77 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9267(4) _cell_length_b 12.010(3) _cell_length_c 12.4360(11) _cell_angle_alpha 98.51(3) _cell_angle_beta 100.782(6) _cell_angle_gamma 93.191(14) _cell_volume 1001.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 265 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 17.23 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.853 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 3 2 8 0.166 -1 -1 3 0.12 -3 -2 -7 0.183 0 -3 1 0.118 0 3 -1 0.116 1 4 10 0.074 1 -8 -18 0.15 5 1 9 0.162 8 1 5 0.199 0 -3 -1 0.067 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.947 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.184 _exptl_absorpt_correction_T_max 0.274 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_ub_11 0.01 _diffrn_orient_matrix_ub_12 0 _diffrn_orient_matrix_ub_13 0 _diffrn_orient_matrix_ub_21 0 _diffrn_orient_matrix_ub_22 0.01 _diffrn_orient_matrix_ub_23 0 _diffrn_orient_matrix_ub_31 0 _diffrn_orient_matrix_ub_32 0 _diffrn_orient_matrix_ub_33 0.01 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_unetI/netI 0.0868 _diffrn_reflns_number 8104 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4560 _reflns_number_gt 3666 _reflns_threshold_expression >2\s(I) _diffrn_reflns_reduction_process ; Scaled and merged with Sortav R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4560 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _refine_ls_shift/su_max 0.029 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 2.153 _refine_diff_density_min -2.377 _refine_diff_density_rms 0.186 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ta1 Ta 0.31580(3) 0.727437(17) 0.710862(16) 0.02152(8) Uani 1 1 d . . . Si6 Si 0.1816(2) 0.79487(15) 0.40380(14) 0.0388(4) Uani 1 1 d . . . Cl1 Cl 0.5125(2) 0.90531(11) 0.75579(12) 0.0354(3) Uani 1 1 d . . . Cl2 Cl 0.08543(18) 0.57583(11) 0.73100(11) 0.0306(3) Uani 1 1 d . . . Cl3 Cl 0.02297(19) 0.81777(12) 0.64884(11) 0.0328(3) Uani 1 1 d . . . N1 N 0.2295(6) 0.8232(4) 0.8884(4) 0.0274(10) Uani 1 1 d . . . C19 C 0.1547(9) 0.9377(5) 0.8887(5) 0.0435(15) Uani 1 1 d . . . H19A H 0.2436 0.9858 0.8617 0.065 Uiso 1 1 calc R . . H19B H 0.1459 0.9695 0.9629 0.065 Uiso 1 1 calc R . . H19C H 0.0265 0.9311 0.8416 0.065 Uiso 1 1 calc R . . C18 C 0.0836(8) 0.7558(5) 0.9298(5) 0.0399(15) Uani 1 1 d . . . H18A H -0.0391 0.7449 0.8772 0.06 Uiso 1 1 calc R . . H18B H 0.0637 0.7948 0.9995 0.06 Uiso 1 1 calc R . . H18C H 0.131 0.6837 0.9397 0.06 Uiso 1 1 calc R . . C1 C 0.3163(8) 0.7114(5) 0.5080(4) 0.0296(12) Uani 1 1 d . . . C2 C 0.2493(8) 0.6048(4) 0.5288(4) 0.0276(12) Uani 1 1 d . . . H2 H 0.1242 0.568 0.5013 0.033 Uiso 1 1 calc R . . C3 C 0.4031(8) 0.5642(4) 0.5977(4) 0.0287(12) Uani 1 1 d . . . H3 H 0.3968 0.4958 0.6239 0.034 Uiso 1 1 calc R . . C4 C 0.5680(8) 0.6425(5) 0.6210(4) 0.0308(13) Uani 1 1 d . . . H4 H 0.6902 0.6363 0.6647 0.037 Uiso 1 1 calc R . . C5 C 0.5120(8) 0.7323(5) 0.5653(4) 0.0275(12) Uani 1 1 d . . . H5 H 0.5936 0.7968 0.5663 0.033 Uiso 1 1 calc R . . C6 C 0.2923(14) 0.7549(9) 0.2792(7) 0.099(4) Uani 1 1 d . . . H6A H 0.431 0.778 0.2972 0.149 Uiso 1 1 calc R . . H6B H 0.2301 0.7918 0.22 0.149 Uiso 1 1 calc R . . H6C H 0.2727 0.6745 0.2563 0.149 Uiso 1 1 calc R . . C7 C -0.0851(10) 0.7491(6) 0.3655(5) 0.0527(18) Uani 1 1 d . . . H7A H -0.1454 0.7689 0.4284 0.079 Uiso 1 1 calc R . . H7B H -0.103 0.6687 0.3423 0.079 Uiso 1 1 calc R . . H7C H -0.1454 0.7858 0.3058 0.079 Uiso 1 1 calc R . . C8 C 0.2322(10) 0.9493(6) 0.4565(7) 0.062(2) Uani 1 1 d . . . H8A H 0.3721 0.9686 0.4749 0.093 Uiso 1 1 calc R . . H8B H 0.1768 0.968 0.5214 0.093 Uiso 1 1 calc R . . H8C H 0.1736 0.9908 0.4003 0.093 Uiso 1 1 calc R . . C11 C 0.5098(7) 0.6676(5) 0.8527(4) 0.0271(12) Uani 1 1 d . . . C12 C 0.6135(8) 0.5695(5) 0.8472(5) 0.0301(12) Uani 1 1 d . . . H12 H 0.6061 0.5246 0.7786 0.036 Uiso 1 1 calc R . . C13 C 0.7252(8) 0.5381(5) 0.9401(5) 0.0390(15) Uani 1 1 d . . . H13 H 0.7931 0.4736 0.9338 0.047 Uiso 1 1 calc R . . C14 C 0.7356(9) 0.6039(6) 1.0433(5) 0.0434(16) Uani 1 1 d . . . H14 H 0.8104 0.5831 1.1063 0.052 Uiso 1 1 calc R . . C15 C 0.6349(9) 0.7000(6) 1.0525(5) 0.0411(15) Uani 1 1 d . . . H15 H 0.6423 0.7439 1.1215 0.049 Uiso 1 1 calc R . . C16 C 0.5229(7) 0.7310(5) 0.9586(4) 0.0283(12) Uani 1 1 d . . . C17 C 0.4188(8) 0.8372(5) 0.9715(4) 0.0315(13) Uani 1 1 d . . . H17A H 0.3922 0.8529 1.0458 0.038 Uiso 1 1 calc R . . H17B H 0.5021 0.9005 0.9603 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ta1 0.01956(12) 0.02292(12) 0.02184(13) 0.00625(9) 0.00152(8) 0.00143(8) Si6 0.0399(10) 0.0514(11) 0.0304(9) 0.0205(8) 0.0064(7) 0.0140(8) Cl1 0.0380(8) 0.0292(7) 0.0374(8) 0.0027(6) 0.0092(6) -0.0092(6) Cl2 0.0261(7) 0.0305(7) 0.0352(7) 0.0114(6) 0.0029(6) -0.0036(5) Cl3 0.0273(7) 0.0391(8) 0.0345(8) 0.0141(6) 0.0036(6) 0.0125(6) N1 0.021(2) 0.034(3) 0.027(2) 0.007(2) 0.0034(19) 0.0032(19) C19 0.041(4) 0.040(4) 0.053(4) 0.010(3) 0.012(3) 0.011(3) C18 0.035(3) 0.056(4) 0.033(3) 0.010(3) 0.016(3) -0.002(3) C1 0.030(3) 0.034(3) 0.024(3) 0.009(2) 0.000(2) 0.002(2) C2 0.031(3) 0.027(3) 0.024(3) 0.001(2) 0.004(2) 0.002(2) C3 0.037(3) 0.021(3) 0.028(3) 0.003(2) 0.005(2) 0.006(2) C4 0.029(3) 0.048(4) 0.020(3) 0.012(3) 0.008(2) 0.016(3) C5 0.026(3) 0.034(3) 0.025(3) 0.005(2) 0.012(2) 0.003(2) C6 0.117(8) 0.160(10) 0.054(5) 0.064(6) 0.047(5) 0.078(8) C7 0.052(4) 0.058(4) 0.038(4) 0.003(3) -0.014(3) 0.009(3) C8 0.052(4) 0.050(4) 0.095(6) 0.045(5) 0.014(4) 0.006(3) C11 0.019(3) 0.036(3) 0.027(3) 0.015(3) -0.001(2) -0.001(2) C12 0.029(3) 0.031(3) 0.031(3) 0.011(3) 0.003(2) 0.002(2) C13 0.030(3) 0.046(4) 0.043(4) 0.023(3) 0.000(3) 0.002(3) C14 0.033(3) 0.062(4) 0.038(4) 0.033(3) -0.002(3) 0.001(3) C15 0.038(3) 0.061(4) 0.023(3) 0.013(3) 0.000(3) -0.003(3) C16 0.022(3) 0.038(3) 0.023(3) 0.008(2) 0.000(2) -0.001(2) C17 0.030(3) 0.040(3) 0.022(3) 0.003(2) 0.002(2) -0.003(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ta1 C11 2.242(5) . ? Ta1 Cl1 2.4020(14) . ? Ta1 Cl3 2.4069(13) . ? Ta1 C3 2.413(5) . ? Ta1 Cl2 2.4259(13) . ? Ta1 C4 2.435(5) . ? Ta1 C2 2.461(5) . ? Ta1 C5 2.464(5) . ? Ta1 C1 2.503(5) . ? Ta1 N1 2.524(4) . ? Si6 C7 1.850(7) . ? Si6 C8 1.864(7) . ? Si6 C6 1.867(7) . ? Si6 C1 1.894(5) . ? N1 C18 1.473(6) . ? N1 C19 1.496(7) . ? N1 C17 1.494(7) . ? C1 C5 1.399(7) . ? C1 C2 1.414(7) . ? C2 C3 1.395(7) . ? C3 C4 1.396(8) . ? C4 C5 1.400(7) . ? C11 C16 1.404(8) . ? C11 C12 1.414(7) . ? C12 C13 1.380(7) . ? C13 C14 1.392(9) . ? C14 C15 1.383(9) . ? C15 C16 1.388(7) . ? C16 C17 1.502(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Ta1 Cl1 89.06(14) . . ? C11 Ta1 Cl3 147.05(14) . . ? Cl1 Ta1 Cl3 91.54(5) . . ? C11 Ta1 C3 85.49(19) . . ? Cl1 Ta1 C3 123.16(14) . . ? Cl3 Ta1 C3 120.76(13) . . ? C11 Ta1 Cl2 83.21(13) . . ? Cl1 Ta1 Cl2 158.49(5) . . ? Cl3 Ta1 Cl2 84.34(5) . . ? C3 Ta1 Cl2 76.33(13) . . ? C11 Ta1 C4 78.31(18) . . ? Cl1 Ta1 C4 90.13(15) . . ? Cl3 Ta1 C4 134.62(12) . . ? C3 Ta1 C4 33.46(19) . . ? Cl2 Ta1 C4 107.77(14) . . ? C11 Ta1 C2 118.09(19) . . ? Cl1 Ta1 C2 125.22(12) . . ? Cl3 Ta1 C2 87.93(12) . . ? C3 Ta1 C2 33.25(17) . . ? Cl2 Ta1 C2 75.83(12) . . ? C4 Ta1 C2 55.40(18) . . ? C11 Ta1 C5 106.41(17) . . ? Cl1 Ta1 C5 73.45(14) . . ? Cl3 Ta1 C5 105.31(12) . . ? C3 Ta1 C5 54.52(18) . . ? Cl2 Ta1 C5 128.00(14) . . ? C4 Ta1 C5 33.20(16) . . ? C2 Ta1 C5 54.22(18) . . ? C11 Ta1 C1 133.72(19) . . ? Cl1 Ta1 C1 93.29(13) . . ? Cl3 Ta1 C1 79.14(12) . . ? C3 Ta1 C1 55.15(17) . . ? Cl2 Ta1 C1 106.56(13) . . ? C4 Ta1 C1 55.49(17) . . ? C2 Ta1 C1 33.09(16) . . ? C5 Ta1 C1 32.71(17) . . ? C11 Ta1 N1 72.18(17) . . ? Cl1 Ta1 N1 75.03(11) . . ? Cl3 Ta1 N1 76.18(10) . . ? C3 Ta1 N1 151.52(16) . . ? Cl2 Ta1 N1 83.50(11) . . ? C4 Ta1 N1 146.94(16) . . ? C2 Ta1 N1 155.08(17) . . ? C5 Ta1 N1 148.46(17) . . ? C1 Ta1 N1 152.25(16) . . ? C7 Si6 C8 112.8(3) . . ? C7 Si6 C6 108.0(4) . . ? C8 Si6 C6 110.6(4) . . ? C7 Si6 C1 111.7(3) . . ? C8 Si6 C1 110.2(3) . . ? C6 Si6 C1 103.0(3) . . ? C18 N1 C19 105.4(4) . . ? C18 N1 C17 108.0(4) . . ? C19 N1 C17 106.9(5) . . ? C18 N1 Ta1 113.8(4) . . ? C19 N1 Ta1 117.5(3) . . ? C17 N1 Ta1 104.7(3) . . ? C5 C1 C2 105.9(4) . . ? C5 C1 Si6 127.2(4) . . ? C2 C1 Si6 126.1(4) . . ? C5 C1 Ta1 72.1(3) . . ? C2 C1 Ta1 71.8(3) . . ? Si6 C1 Ta1 128.6(3) . . ? C3 C2 C1 108.3(5) . . ? C3 C2 Ta1 71.5(3) . . ? C1 C2 Ta1 75.1(3) . . ? C4 C3 C2 109.3(4) . . ? C4 C3 Ta1 74.1(3) . . ? C2 C3 Ta1 75.2(3) . . ? C3 C4 C5 106.1(5) . . ? C3 C4 Ta1 72.4(3) . . ? C5 C4 Ta1 74.5(3) . . ? C1 C5 C4 110.5(5) . . ? C1 C5 Ta1 75.2(3) . . ? C4 C5 Ta1 72.3(3) . . ? C16 C11 C12 116.5(4) . . ? C16 C11 Ta1 116.9(4) . . ? C12 C11 Ta1 126.5(4) . . ? C13 C12 C11 122.2(6) . . ? C12 C13 C14 119.4(6) . . ? C15 C14 C13 120.2(5) . . ? C14 C15 C16 120.0(6) . . ? C15 C16 C11 121.7(5) . . ? C15 C16 C17 118.5(5) . . ? C11 C16 C17 119.8(4) . . ? N1 C17 C16 109.5(5) . . ? # END of CIF # Attachment 'compound4.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2011-01-12 at 19:37:24 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : import dreduc sortav sortava struct data_import2 _database_code_depnum_ccdc_archive 'CCDC 812063' #TrackingRef 'compound4.cif' _audit_creation_date 2011-01-12T19:37:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C19 H27 Cl3 N1 Ta1' _chemical_formula_sum 'C19 H27 Cl3 N Ta' _chemical_formula_weight 556.72 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 212121' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.0558(7) _cell_length_b 14.3574(8) _cell_length_c 15.7514(15) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2048.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 278 _cell_measurement_theta_min 4.15 _cell_measurement_theta_max 17.76 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -5 2 -1 0.133 -1 5 7 0.184 15 1 15 0.106 3 -6 -7 0.124 12 -8 -1 0.141 -6 4 1 0.19 1 5 -4 0.229 -1 -4 6 0.062 0 -1 -12 0.214 0 0 1 0.099 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.76 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.9 _exptl_absorpt_correction_T_max 1.127 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_ub_11 0.01 _diffrn_orient_matrix_ub_12 0 _diffrn_orient_matrix_ub_13 0 _diffrn_orient_matrix_ub_21 0 _diffrn_orient_matrix_ub_22 0.01 _diffrn_orient_matrix_ub_23 0 _diffrn_orient_matrix_ub_31 0 _diffrn_orient_matrix_ub_32 0 _diffrn_orient_matrix_ub_33 0.01 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.1076 _diffrn_reflns_av_unetI/netI 0.0706 _diffrn_reflns_number 14745 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 25.26 _diffrn_reflns_theta_full 25.26 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 3674 _reflns_number_gt 3273 _reflns_threshold_expression >2\s(I) _diffrn_reflns_reduction_process ; Scaled and merged with Sortav R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+10.9650P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0021(3) _refine_ls_number_reflns 3674 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0851 _refine_ls_goodness_of_fit_ref 1.222 _refine_ls_restrained_S_all 1.222 _refine_ls_shift/su_max 0.087 _refine_ls_shift/su_mean 0.012 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.008(18) _refine_diff_density_max 2.447 _refine_diff_density_min -2.585 _refine_diff_density_rms 0.232 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ta1 Ta 0.10422(4) 0.50124(4) 0.95565(2) 0.01133(14) Uani 1 1 d . . . Cl1 Cl -0.1043(3) 0.43422(16) 1.03123(16) 0.0221(6) Uani 1 1 d . . . Cl2 Cl 0.1273(3) 0.59784(17) 1.08225(16) 0.0229(6) Uani 1 1 d . . . Cl3 Cl 0.2417(3) 0.6134(2) 0.8750(2) 0.0271(7) Uani 1 1 d . . . N2 N -0.0737(10) 0.6334(6) 0.9273(6) 0.022(2) Uani 1 1 d . . . C1 C 0.3510(13) 0.4304(7) 0.9209(7) 0.026(3) Uani 1 1 d . . . C2 C 0.2446(14) 0.3589(8) 0.9022(8) 0.021(3) Uiso 1 1 d . . . C3 C 0.1802(13) 0.3307(7) 0.9797(7) 0.023(3) Uani 1 1 d . . . C4 C 0.2409(13) 0.3882(7) 1.0455(8) 0.025(3) Uani 1 1 d . . . C5 C 0.3476(12) 0.4482(7) 1.0088(7) 0.019(3) Uani 1 1 d . . . C6 C 0.4689(14) 0.4647(9) 0.8606(8) 0.041(3) Uani 1 1 d . . . H6A H 0.4473 0.4433 0.8042 0.061 Uiso 1 1 calc R . . H6B H 0.5633 0.4411 0.8781 0.061 Uiso 1 1 calc R . . H6C H 0.471 0.5316 0.8612 0.061 Uiso 1 1 calc R . . C7 C 0.2433(15) 0.3084(9) 0.8177(8) 0.040(3) Uiso 1 1 d . . . H7A H 0.1661 0.2626 0.8177 0.06 Uiso 1 1 calc R . . H7B H 0.3368 0.2783 0.8091 0.06 Uiso 1 1 calc R . . H7C H 0.2264 0.3524 0.7729 0.06 Uiso 1 1 calc R . . C8 C 0.0817(15) 0.2484(8) 0.9947(10) 0.040(3) Uani 1 1 d . . . H8A H 0.0534 0.2465 1.0535 0.06 Uiso 1 1 calc R . . H8B H 0.1335 0.1922 0.9804 0.06 Uiso 1 1 calc R . . H8C H -0.005 0.2537 0.96 0.06 Uiso 1 1 calc R . . C9 C 0.2096(16) 0.3758(10) 1.1398(7) 0.041(3) Uani 1 1 d . . . H9A H 0.132 0.3309 1.1471 0.062 Uiso 1 1 calc R . . H9B H 0.1796 0.4343 1.1637 0.062 Uiso 1 1 calc R . . H9C H 0.2972 0.3543 1.1679 0.062 Uiso 1 1 calc R . . C10 C 0.4543(12) 0.5097(10) 1.0569(7) 0.033(3) Uiso 1 1 d . . . H10A H 0.4279 0.5106 1.1159 0.049 Uiso 1 1 calc R . . H10B H 0.4502 0.5718 1.0345 0.049 Uiso 1 1 calc R . . H10C H 0.5527 0.4856 1.0508 0.049 Uiso 1 1 calc R . . C11 C -0.0381(14) 0.4649(7) 0.8442(7) 0.022(3) Uani 1 1 d . . . C12 C -0.0815(17) 0.3736(9) 0.8175(8) 0.023(3) Uani 1 1 d . . . H12 H -0.0409 0.3226 0.8455 0.027 Uiso 1 1 calc R . . C13 C -0.1821(13) 0.3567(8) 0.7513(7) 0.024(3) Uani 1 1 d . . . H13 H -0.2046 0.2962 0.7347 0.029 Uiso 1 1 calc R . . C14 C -0.2461(14) 0.4312(9) 0.7117(7) 0.030(3) Uani 1 1 d . . . H14 H -0.3124 0.4213 0.6675 0.036 Uiso 1 1 calc R . . C15 C -0.2137(13) 0.5203(7) 0.7365(7) 0.024(3) Uani 1 1 d . . . H15 H -0.2609 0.5702 0.7103 0.028 Uiso 1 1 calc R . . C16 C -0.1099(14) 0.5372(7) 0.8009(6) 0.019(2) Uani 1 1 d . . . C17 C -0.090(2) 0.6346(8) 0.8318(7) 0.021(3) Uani 1 1 d . . . H17A H -0.1756 0.6719 0.8161 0.026 Uiso 1 1 calc R . . H17B H -0.0035 0.6621 0.806 0.026 Uiso 1 1 calc R . . C18 C -0.0301(14) 0.7291(7) 0.9531(9) 0.033(3) Uani 1 1 d . . . H18A H 0.0669 0.7426 0.9318 0.05 Uiso 1 1 calc R . . H18B H -0.0298 0.7335 1.0139 0.05 Uiso 1 1 calc R . . H18C H -0.0992 0.7732 0.9302 0.05 Uiso 1 1 calc R . . C19 C -0.2226(12) 0.6168(8) 0.9623(8) 0.027(3) Uani 1 1 d . . . H19A H -0.255 0.5555 0.9468 0.041 Uiso 1 1 calc R . . H19B H -0.29 0.6621 0.9397 0.041 Uiso 1 1 calc R . . H19C H -0.2196 0.6221 1.023 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ta1 0.0110(2) 0.01074(18) 0.01220(19) -0.0003(3) 0.00011(18) 0.0001(4) Cl1 0.0202(14) 0.0232(12) 0.0230(14) 0.0004(10) 0.0028(14) 0.0011(13) Cl2 0.0256(18) 0.0217(12) 0.0214(13) -0.0038(11) -0.0017(13) 0.0008(12) Cl3 0.0213(17) 0.0235(15) 0.0364(18) 0.0090(15) 0.0057(15) 0.0015(13) N2 0.025(6) 0.018(4) 0.022(5) -0.007(4) 0.001(4) -0.006(4) C1 0.034(8) 0.018(5) 0.027(6) -0.003(5) -0.012(5) 0.002(5) C3 0.017(6) 0.018(5) 0.034(7) 0.001(5) 0.004(5) 0.006(5) C4 0.028(7) 0.022(5) 0.026(6) -0.012(6) 0.010(6) 0.011(5) C5 0.010(7) 0.021(6) 0.027(6) 0.002(5) 0.003(5) -0.001(5) C6 0.034(8) 0.046(8) 0.042(7) 0.010(6) 0.010(7) 0.012(6) C8 0.037(9) 0.019(6) 0.065(9) 0.003(6) 0.005(8) -0.008(6) C9 0.047(9) 0.065(9) 0.011(6) 0.019(6) -0.005(6) 0.008(7) C11 0.031(7) 0.019(5) 0.015(6) -0.003(4) 0.000(5) 0.011(5) C12 0.021(9) 0.025(6) 0.022(7) 0.005(5) 0.005(7) 0.010(6) C13 0.019(7) 0.030(6) 0.023(6) -0.008(5) -0.002(5) -0.006(5) C14 0.025(7) 0.054(8) 0.009(6) -0.003(6) -0.001(5) 0.008(7) C15 0.023(6) 0.028(10) 0.019(5) 0.009(5) -0.001(5) 0.001(5) C16 0.013(6) 0.028(5) 0.015(5) -0.008(4) 0.008(6) 0.002(5) C17 0.028(9) 0.021(6) 0.015(6) 0.007(5) -0.013(7) 0.006(7) C18 0.033(7) 0.019(5) 0.047(7) -0.001(6) -0.018(7) 0.008(5) C19 0.020(6) 0.034(6) 0.028(6) 0.006(6) -0.003(6) 0.019(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ta1 C11 2.239(12) . ? Ta1 Cl3 2.399(3) . ? Ta1 Cl1 2.431(3) . ? Ta1 Cl2 2.438(3) . ? Ta1 C5 2.477(11) . ? Ta1 C4 2.484(12) . ? Ta1 C1 2.515(12) . ? Ta1 N2 2.529(9) . ? Ta1 C2 2.550(12) . ? Ta1 C3 2.572(10) . ? N2 C19 1.476(15) . ? N2 C18 1.486(13) . ? N2 C17 1.512(14) . ? C1 C5 1.408(15) . ? C1 C2 1.439(16) . ? C1 C6 1.512(17) . ? C2 C3 1.411(16) . ? C2 C7 1.515(16) . ? C3 C4 1.436(16) . ? C3 C8 1.500(16) . ? C4 C5 1.418(15) . ? C4 C9 1.522(16) . ? C5 C10 1.512(16) . ? C11 C16 1.402(14) . ? C11 C12 1.432(17) . ? C12 C13 1.405(17) . ? C13 C14 1.367(16) . ? C14 C15 1.369(17) . ? C15 C16 1.404(16) . ? C16 C17 1.492(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Ta1 Cl3 92.3(3) . . ? C11 Ta1 Cl1 81.1(3) . . ? Cl3 Ta1 Cl1 158.12(9) . . ? C11 Ta1 Cl2 145.4(3) . . ? Cl3 Ta1 Cl2 90.38(10) . . ? Cl1 Ta1 Cl2 83.75(9) . . ? C11 Ta1 C5 134.9(4) . . ? Cl3 Ta1 C5 85.6(3) . . ? Cl1 Ta1 C5 113.8(3) . . ? Cl2 Ta1 C5 79.7(3) . . ? C11 Ta1 C4 125.6(4) . . ? Cl3 Ta1 C4 118.8(3) . . ? Cl1 Ta1 C4 81.3(3) . . ? Cl2 Ta1 C4 82.1(3) . . ? C5 Ta1 C4 33.2(4) . . ? C11 Ta1 C1 104.3(4) . . ? Cl3 Ta1 C1 72.3(3) . . ? Cl1 Ta1 C1 129.5(3) . . ? Cl2 Ta1 C1 109.4(3) . . ? C5 Ta1 C1 32.8(3) . . ? C4 Ta1 C1 54.3(4) . . ? C11 Ta1 N2 70.7(3) . . ? Cl3 Ta1 N2 74.5(2) . . ? Cl1 Ta1 N2 83.6(2) . . ? Cl2 Ta1 N2 76.8(2) . . ? C5 Ta1 N2 149.0(3) . . ? C4 Ta1 N2 155.3(3) . . ? C1 Ta1 N2 146.2(3) . . ? C11 Ta1 C2 80.9(4) . . ? Cl3 Ta1 C2 96.0(3) . . ? Cl1 Ta1 C2 103.4(3) . . ? Cl2 Ta1 C2 133.1(3) . . ? C5 Ta1 C2 54.7(4) . . ? C4 Ta1 C2 54.3(4) . . ? C1 Ta1 C2 33.0(4) . . ? N2 Ta1 C2 149.4(3) . . ? C11 Ta1 C3 92.7(4) . . ? Cl3 Ta1 C3 125.3(3) . . ? Cl1 Ta1 C3 76.1(3) . . ? Cl2 Ta1 C3 113.5(3) . . ? C5 Ta1 C3 54.5(4) . . ? C4 Ta1 C3 32.9(4) . . ? C1 Ta1 C3 53.8(4) . . ? N2 Ta1 C3 155.7(3) . . ? C2 Ta1 C3 32.0(4) . . ? C19 N2 C18 106.9(9) . . ? C19 N2 C17 106.3(10) . . ? C18 N2 C17 106.7(9) . . ? C19 N2 Ta1 113.2(6) . . ? C18 N2 Ta1 118.5(7) . . ? C17 N2 Ta1 104.4(7) . . ? C5 C1 C2 108.4(10) . . ? C5 C1 C6 125.0(11) . . ? C2 C1 C6 125.2(11) . . ? C5 C1 Ta1 72.2(7) . . ? C2 C1 Ta1 74.8(7) . . ? C6 C1 Ta1 129.2(8) . . ? C3 C2 C1 107.7(10) . . ? C3 C2 C7 128.2(10) . . ? C1 C2 C7 121.8(11) . . ? C3 C2 Ta1 74.8(6) . . ? C1 C2 Ta1 72.2(6) . . ? C7 C2 Ta1 132.0(9) . . ? C2 C3 C4 107.5(10) . . ? C2 C3 C8 127.5(10) . . ? C4 C3 C8 124.5(11) . . ? C2 C3 Ta1 73.2(6) . . ? C4 C3 Ta1 70.2(6) . . ? C8 C3 Ta1 127.9(8) . . ? C5 C4 C3 108.4(10) . . ? C5 C4 C9 126.6(11) . . ? C3 C4 C9 124.5(11) . . ? C5 C4 Ta1 73.1(6) . . ? C3 C4 Ta1 76.9(7) . . ? C9 C4 Ta1 122.7(7) . . ? C1 C5 C4 107.8(10) . . ? C1 C5 C10 125.8(10) . . ? C4 C5 C10 125.9(10) . . ? C1 C5 Ta1 75.1(7) . . ? C4 C5 Ta1 73.7(6) . . ? C10 C5 Ta1 124.0(7) . . ? C16 C11 C12 114.0(10) . . ? C16 C11 Ta1 118.4(7) . . ? C12 C11 Ta1 127.0(8) . . ? C13 C12 C11 123.6(11) . . ? C14 C13 C12 118.6(11) . . ? C13 C14 C15 120.7(11) . . ? C14 C15 C16 120.7(10) . . ? C11 C16 C15 122.3(9) . . ? C11 C16 C17 118.7(10) . . ? C15 C16 C17 118.5(10) . . ? C16 C17 N2 109.0(9) . . ? # END of CIF