Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_date '2000-07-03 12:44:15' _audit_creation_method 'PLATON option' _audit_update_record ; ? ; #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondence ; Dr Winfried P Kretschmer ; _publ_contact_author_address # Address of author for correspondence ; Dutch Polymer Institute University of Groningen Stratingh Institute of Chemistry & Chemical Engineering Nijenborgh 4 Groningen 9747 AG NETHERLANDS ; _publ_contact_author_email KRETSCHMER@CHEM.RUG.NL _publ_requested_journal 'Chemcomm' _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; Date of submission : 2001-08-14 Again at 2001-12-17 Communication Ref.: B111343G Consider this CIF submission for depostion of the X-ray structure of a manuscript to be submitted to : Chemical Communications (Our Compound_Identification_Code : CP540) ; #=============================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_Cambridge 182 _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; A highly efficient titanium-based olefin polymerisation catalyst with a monoanionic imino-imidazolidide \p-donor ancillary ligand ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and adresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Winfried Kretschmer' ; Dutch Polymer Institute, Centre for Catalytic Olefin Polymerisation, Stratingh Institute of Chemistry and Chemical Engineering, University of Groningen , Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; 'Chris Dijksterhuis' ; Dutch Polymer Institute, Centre for Catalytic Olefin Polymerisation, Stratingh Institute of Chemistry and Chemical Engineering, University of Groningen , Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; 'Auke Meetsma' ; Dutch Polymer Institute, Centre for Catalytic Olefin Polymerisation, Stratingh Institute of Chemistry and Chemical Engineering, University of Groningen , Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; 'Bart Hessen' ; Dutch Polymer Institute, Centre for Catalytic Olefin Polymerisation, Stratingh Institute of Chemistry and Chemical Engineering, University of Groningen , Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; 'Jan H. Teuben' ; Dutch Polymer Institute, Centre for Catalytic Olefin Polymerisation, Stratingh Institute of Chemistry and Chemical Engineering, University of Groningen , Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; #=============================================================================== # 4. TEXT _publ_section_synopsis ; ? ; _publ_section_abstract ; ? ; # Insert blank lines between paragraphs _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; The structure was solved by Patterson methods and extension of the model was accomplished by direct methods applied to difference structure factors using the program DIRDIF. The positional and anisotropic displacement parameters for the non-hydrogen atoms were refined. A subsequent difference Fourier synthesis resulted in the location of all the hydrogen atoms, which coordinates and isotropic displacement parameters were refined. The absolute structure was determined by Flack's x-, resulting in a value ca. 0.5. Twinning causes this result and therefore x was fixed at 0.5. ; # Insert blank lines between references _publ_section_references ; Beurskens, P.T., Beurskens, G., Gelder, R. de Garc\'ia-Granda, S. Gould, R.O. Isra\"el, & Smits, J.M.M. (1999). The DIRDIF99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. Boer, J.L. de & Duisenberg, A.J.M. (1984). Acta Cryst. A40, C-410. Bolhuis, F. van (1971). J. Appl. Cryst. 4, 263-264. Bondi, A. (1964). J. Phys. Chem. 68, 441-451. Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358. Duisenberg, A.J.M. (1992). J. Appl. Cryst. 25, 92-96. Enraf-Nonius (1994). CAD4-UNIX Software. Version 5.1 Utrecht modified version October 1994. Enraf-Nonius, Delft, The Netherlands. Flack, H.D. (1983). Acta Cryst. A39, 876-881. International Tables for Crystallography (1983). Vol. A. Space-group symmetry, edited by T. Hahn. Dordrecht: Reidel. (Present distributor Kluwer Academic Publishers, Dordrecht). International Tables for Crystallography (1992). Vol. C. Edited by A.J.C Wilson, Kluwer Academic Publishers, Dordrecht, The Netherlands. Le Page, Y. (1987). J. Appl. Cryst. 20, 264-269. Le Page, Y. (1988). J. Appl. Cryst. 21, 983-984. Meetsma, A. (1996). Extended version of the program PLUTO. Groningen University, The Netherlands. (unpublished). Nonius (1998). Collect Software, Nonius, Delft, The Netherlands. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\"ottingen, Germany, 1997. Spek, A.L. (1987). Acta Cryst. C43, 1233-1235. Spek, A.L. (1988). J. Appl. Cryst. 21, 578-579. Spek, A.L. (1990). Acta Cryst. A46, C-34. Spek, A.L. (1997). HELENA, Program for Datareduction, Utrecht University, The Netherlands. Spek, A.L. (1994). Am. Crystallogr. Assoc.-Abstracts, 22, 66. ; _publ_section_figure_captions ; Fig. 1. Chemical structural diagram (scheme 1) of the title compound Fig. 2. PLUTO drawing of the molecule illustrating the puckering and the adopted numbering scheme. Fig. 3. Molecular packing viewed down unit cell axes. Fig. 4. Perspective ORTEP drawing of the title compound. All non-hydrogen atoms are represented by thermal vibrational ellipsoids drawn to encompass 50% of the electron density. The hydrogen atoms are drawn with an arbitrary radius. ; _publ_section_acknowledgements ; ? ; #=============================================================================== data_c20h19cl _database_code_CSD 176621 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H19 Cl2 N3 Ti' _chemical_formula_structural ? # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_sum 'C20 H19 Cl2 N3 Ti' _chemical_formula_weight 420.15 _chemical_compound_source 'synthesized by the authors / see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ti Ti 0.2776 0.4457 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _cell_length_a 9.868(1) _cell_length_b 10.320(1) _cell_length_c 18.840(1) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1918.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 16.42 _cell_measurement_theta_max 20.46 _cell_special_details ; Unit cell parameters (Duisenberg, 1992) and orientation matrix were determined from a least-squares treatment of SET4 (de Boer & Duisenberg, 1984) setting. Reduced cell calculations did not indicate any higher metric lattice symmetry and examination of the final atomic coordinates of the structure did not yield extra symmetry elements (Spek, 1988; Le Page 1987, 1988) ; _exptl_crystal_description 'block' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.455 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.733 _exptl_absorpt_correction_type ? _exptl_absorpt_process_detais ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Philips Mo tube ' _diffrn_radiation_monochromator 'perpendicular mounted graphite' _diffrn_radiation_detector ; scintillation NaI crystal with photomultiplier ; _diffrn_measurement_device_type ; Enraf Nonius CAD-4F diffractometer ; _diffrn_measurement_method '\w/2\q' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temperature unit (Bolhuis, 1971), on an Enraf-Nonius CAD-4F diffractometer. Graphite-monochromated Mo K\a radiation, \w/2\q scan, \D\w = (1.00 + 0.34 tg \q)\%. ; _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 180 _diffrn_standards_decay_% 'no decay, variation 1.1' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -2 -2 -2 2 -2 2 2 2 # number of measured reflections (redundant set) _diffrn_reflns_number 4788 _diffrn_reflns_av_R_equivalents 0.0134 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, scale variation, but not for absorption and reduced to F~o~^2^ ; # number of unique reflections _reflns_number_total 4401 _reflns_number_gt 4018 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4-UNIX software Version 5.1, 1994' _computing_cell_refinement 'SET4 (de Boer & Duisenberg, 1984)' _computing_data_reduction 'HELENA (Spek, 1997)' _computing_structure_solution ; DIRDIF-99 (Beurskens et al., 1999) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 1997) PLATON (Spek, 1994, 1996) ; _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _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^ > 2sigma(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 w=1/[\s^2^(Fo^2^)+(0.0434P)^2^+0.3772P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.5 _refine_ls_number_reflns 4400 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.517 _refine_diff_density_min -0.311 _refine_diff_density_rms 0.057 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv Ti Ti Uani 0.24172(3) 0.63439(3) 0.24863(2) 1.000 0.0191(1) Cl1 Cl Uani 0.35330(6) 0.56072(6) 0.14904(3) 1.000 0.0334(2) Cl2 Cl Uani 0.30955(7) 0.48457(6) 0.33097(3) 1.000 0.0370(2) N1 N Uani 0.06634(17) 0.60076(17) 0.23227(9) 1.000 0.0204(5) N2 N Uani -0.14722(18) 0.64025(19) 0.17745(10) 1.000 0.0229(5) N3 N Uani -0.13416(19) 0.65379(19) 0.29433(10) 1.000 0.0243(5) C1 C Uani 0.2505(3) 0.8531(2) 0.21813(14) 1.000 0.0312(7) C2 C Uani 0.1628(2) 0.8427(2) 0.27647(14) 1.000 0.0288(7) C3 C Uani 0.2383(3) 0.8000(2) 0.33501(14) 1.000 0.0317(7) C4 C Uani 0.3740(3) 0.7876(3) 0.31309(15) 1.000 0.0344(8) C5 C Uani 0.3827(2) 0.8204(2) 0.24183(15) 1.000 0.0327(7) C6 C Uani -0.0623(2) 0.6300(2) 0.23398(11) 1.000 0.0211(6) C7 C Uani -0.2883(2) 0.6516(2) 0.20084(13) 1.000 0.0257(6) C8 C Uani -0.2738(3) 0.6923(3) 0.27782(14) 1.000 0.0294(7) C9 C Uani -0.0822(2) 0.6536(2) 0.36423(12) 1.000 0.0261(6) C10 C Uani -0.1117(3) 0.7579(3) 0.40904(14) 1.000 0.0352(8) C11 C Uani -0.0630(3) 0.7559(3) 0.47814(16) 1.000 0.0479(10) C12 C Uani 0.0152(3) 0.6545(4) 0.50214(15) 1.000 0.0471(10) C13 C Uani 0.0443(3) 0.5516(3) 0.45790(14) 1.000 0.0387(8) C14 C Uani -0.0056(2) 0.5501(3) 0.38875(13) 1.000 0.0291(7) C15 C Uani -0.1153(2) 0.6209(2) 0.10468(12) 1.000 0.0253(6) C16 C Uani 0.0115(3) 0.6495(3) 0.07708(14) 1.000 0.0376(8) C17 C Uani 0.0361(3) 0.6316(4) 0.00548(15) 1.000 0.0478(9) C18 C Uani -0.0636(3) 0.5860(4) -0.03877(15) 1.000 0.0517(12) C19 C Uani -0.1890(3) 0.5581(4) -0.01169(15) 1.000 0.0496(9) C20 C Uani -0.2166(2) 0.5753(3) 0.05981(14) 1.000 0.0357(8) H1 H Uiso 0.224(3) 0.876(3) 0.1731(15) 1.000 0.034(7) H2 H Uiso 0.066(3) 0.860(3) 0.2733(13) 1.000 0.029(7) H3 H Uiso 0.202(3) 0.785(3) 0.3777(15) 1.000 0.033(7) H4 H Uiso 0.436(3) 0.757(3) 0.3384(16) 1.000 0.045(9) H5 H Uiso 0.460(3) 0.813(3) 0.2168(15) 1.000 0.041(8) H7 H Uiso -0.335(2) 0.565(2) 0.1959(12) 1.000 0.016(5) H7' H Uiso -0.335(3) 0.718(3) 0.1743(15) 1.000 0.033(7) H8 H Uiso -0.282(3) 0.780(3) 0.2841(15) 1.000 0.036(8) H8' H Uiso -0.329(3) 0.652(3) 0.3069(14) 1.000 0.028(7) H10 H Uiso -0.161(3) 0.829(3) 0.3906(14) 1.000 0.031(7) H11 H Uiso -0.084(4) 0.839(4) 0.508(2) 1.000 0.074(12) H12 H Uiso 0.054(3) 0.646(3) 0.5460(18) 1.000 0.051(9) H13 H Uiso 0.101(3) 0.477(4) 0.4746(18) 1.000 0.057(10) H14 H Uiso 0.010(3) 0.484(3) 0.3583(14) 1.000 0.028(7) H16 H Uiso 0.081(3) 0.677(3) 0.1072(15) 1.000 0.036(8) H17 H Uiso 0.121(3) 0.650(3) -0.0097(14) 1.000 0.030(7) H18 H Uiso -0.043(4) 0.585(4) -0.087(2) 1.000 0.081(13) H19 H Uiso -0.264(3) 0.527(3) -0.0416(17) 1.000 0.061(10) H20 H Uiso -0.307(3) 0.564(3) 0.0764(16) 1.000 0.046(8) 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 Ti 0.0165(2) 0.0171(2) 0.0237(2) -0.0026(2) -0.0006(2) 0.0023(1) Cl1 0.0283(3) 0.0385(3) 0.0334(3) -0.0108(3) 0.0066(2) 0.0021(2) Cl2 0.0425(3) 0.0337(3) 0.0347(3) 0.0042(3) -0.0021(3) 0.0187(3) N1 0.0189(8) 0.0198(9) 0.0224(9) -0.0021(6) -0.0007(7) -0.0021(6) N2 0.0193(8) 0.0227(8) 0.0268(9) 0.0013(8) -0.0025(7) 0.0011(8) N3 0.0222(9) 0.0262(10) 0.0245(9) -0.0001(8) 0.0015(7) 0.0042(8) C1 0.0316(11) 0.0186(10) 0.0435(13) 0.0002(10) 0.0020(12) -0.0016(10) C2 0.0231(11) 0.0135(10) 0.0499(14) -0.0061(9) 0.0051(10) 0.0003(8) C3 0.0377(13) 0.0248(11) 0.0326(12) -0.0131(10) 0.0069(12) -0.0042(10) C4 0.0267(12) 0.0303(13) 0.0461(16) -0.0126(11) -0.0077(11) -0.0019(10) C5 0.0234(10) 0.0270(11) 0.0478(15) -0.0098(11) 0.0072(11) -0.0060(8) C6 0.0248(9) 0.0131(9) 0.0254(11) 0.0004(8) 0.0007(8) -0.0032(8) C7 0.0180(10) 0.0263(12) 0.0327(11) 0.0036(10) -0.0010(8) 0.0030(9) C8 0.0229(12) 0.0318(13) 0.0334(12) 0.0022(10) 0.0026(10) 0.0066(9) C9 0.0238(10) 0.0295(12) 0.0249(11) 0.0017(9) 0.0031(9) -0.0011(9) C10 0.0368(14) 0.0359(14) 0.0328(13) -0.0045(11) 0.0032(11) 0.0046(11) C11 0.0539(18) 0.0554(19) 0.0343(15) -0.0120(14) 0.0049(13) 0.0047(15) C12 0.0463(16) 0.070(2) 0.0251(13) -0.0013(15) -0.0004(12) 0.0033(16) C13 0.0316(13) 0.0535(17) 0.0309(13) 0.0094(12) 0.0028(10) 0.0051(13) C14 0.0276(12) 0.0317(13) 0.0280(12) 0.0037(10) 0.0039(9) -0.0012(10) C15 0.0274(11) 0.0220(11) 0.0265(11) 0.0021(9) -0.0030(9) 0.0007(9) C16 0.0257(12) 0.0560(18) 0.0312(13) 0.0009(13) -0.0041(10) -0.0067(12) C17 0.0301(13) 0.082(2) 0.0312(14) 0.0065(15) 0.0030(11) -0.0013(16) C18 0.0437(16) 0.089(3) 0.0223(13) 0.0014(14) -0.0008(11) 0.0036(17) C19 0.0391(14) 0.080(2) 0.0297(13) -0.0043(14) -0.0093(11) -0.0096(16) C20 0.0262(12) 0.0513(16) 0.0295(12) 0.0031(12) -0.0066(9) -0.0062(11) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ti Cl1 2.3045(7) . . yes Ti Cl2 2.2902(7) . . yes Ti N1 1.7918(17) . . yes Ti C1 2.331(2) . . yes Ti C2 2.346(2) . . yes Ti C3 2.360(2) . . yes Ti C4 2.383(3) . . yes Ti C5 2.374(2) . . yes N1 C6 1.305(3) . . yes N2 C6 1.359(3) . . yes N2 C7 1.465(3) . . yes N2 C15 1.421(3) . . yes N3 C6 1.362(3) . . yes N3 C8 1.467(4) . . yes N3 C9 1.413(3) . . yes C1 C2 1.403(4) . . no C1 C5 1.420(4) . . no C2 C3 1.402(4) . . no C3 C4 1.407(4) . . no C4 C5 1.387(4) . . no C7 C8 1.517(4) . . no C9 C10 1.399(4) . . no C9 C14 1.388(3) . . no C10 C11 1.388(4) . . no C11 C12 1.377(5) . . no C12 C13 1.380(5) . . no C13 C14 1.393(4) . . no C15 C16 1.387(4) . . no C15 C20 1.391(3) . . no C16 C17 1.383(4) . . no C17 C18 1.373(4) . . no C18 C19 1.369(4) . . no C19 C20 1.386(4) . . no C1 H1 0.92(3) . . no C2 H2 0.97(3) . . no C3 H3 0.89(3) . . no C4 H4 0.84(3) . . no C5 H5 0.90(3) . . no C7 H7 1.01(2) . . no C7 H7' 0.97(3) . . no C8 H8 0.92(3) . . no C8 H8' 0.88(3) . . no C10 H10 0.95(3) . . no C11 H11 1.05(4) . . no C12 H12 0.91(3) . . no C13 H13 1.00(4) . . no C14 H14 0.90(3) . . no C16 H16 0.93(3) . . no C17 H17 0.91(3) . . no C18 H18 0.93(4) . . no C19 H19 0.98(3) . . no C20 H20 0.95(3) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Ti Cl2 100.90(2) . . . yes Cl1 Ti N1 104.92(6) . . . yes Cl1 Ti C1 95.80(7) . . . yes Cl1 Ti C2 130.01(7) . . . yes Cl1 Ti C3 143.81(7) . . . yes Cl1 Ti C4 111.84(7) . . . yes Cl1 Ti C5 86.72(7) . . . yes Cl2 Ti N1 105.55(6) . . . yes Cl2 Ti C1 144.09(7) . . . yes Cl2 Ti C2 124.35(7) . . . yes Cl2 Ti C3 91.49(6) . . . yes Cl2 Ti C4 86.71(7) . . . yes Cl2 Ti C5 114.28(6) . . . yes N1 Ti C1 100.43(9) . . . yes N1 Ti C2 83.99(8) . . . yes N1 Ti C3 104.19(9) . . . yes N1 Ti C4 138.18(9) . . . yes N1 Ti C5 135.50(8) . . . yes C1 Ti C2 34.92(9) . . . yes C1 Ti C3 57.95(9) . . . yes C1 Ti C4 57.50(10) . . . yes C1 Ti C5 35.11(9) . . . yes C2 Ti C3 34.66(9) . . . yes C2 Ti C4 57.31(9) . . . yes C2 Ti C5 57.70(7) . . . yes C3 Ti C4 34.51(10) . . . yes C3 Ti C5 57.32(9) . . . yes C4 Ti C5 33.91(10) . . . yes Ti N1 C6 152.92(16) . . . yes C6 N2 C7 110.88(18) . . . yes C6 N2 C15 127.48(18) . . . yes C7 N2 C15 120.81(18) . . . yes C6 N3 C8 111.14(18) . . . yes C6 N3 C9 126.06(18) . . . yes C8 N3 C9 122.59(19) . . . yes Ti C1 C2 73.13(13) . . . yes Ti C1 C5 74.12(12) . . . yes C2 C1 C5 107.6(2) . . . no Ti C2 C1 71.95(12) . . . yes Ti C2 C3 73.23(12) . . . yes C1 C2 C3 108.2(2) . . . no Ti C3 C2 72.11(14) . . . yes Ti C3 C4 73.63(16) . . . yes C2 C3 C4 107.7(2) . . . no Ti C4 C3 71.86(15) . . . yes Ti C4 C5 72.70(15) . . . yes C3 C4 C5 108.7(2) . . . no Ti C5 C1 70.77(12) . . . yes Ti C5 C4 73.39(15) . . . yes C1 C5 C4 107.8(2) . . . no N1 C6 N2 126.74(19) . . . yes N1 C6 N3 124.65(19) . . . yes N2 C6 N3 108.60(17) . . . yes N2 C7 C8 102.72(18) . . . yes N3 C8 C7 102.5(2) . . . yes N3 C9 C10 119.1(2) . . . yes N3 C9 C14 120.6(2) . . . yes C10 C9 C14 120.3(2) . . . no C9 C10 C11 118.9(3) . . . no C10 C11 C12 120.9(3) . . . no C11 C12 C13 120.2(3) . . . no C12 C13 C14 120.0(3) . . . no C9 C14 C13 119.7(3) . . . no N2 C15 C16 122.1(2) . . . yes N2 C15 C20 118.33(19) . . . yes C16 C15 C20 119.5(2) . . . no C15 C16 C17 119.7(3) . . . no C16 C17 C18 120.8(3) . . . no C17 C18 C19 119.6(3) . . . no C18 C19 C20 120.9(3) . . . no C15 C20 C19 119.5(2) . . . no Ti C1 H1 117.8(19) . . . no C2 C1 H1 124.6(19) . . . no C5 C1 H1 127.8(19) . . . no Ti C2 H2 118.7(18) . . . no C1 C2 H2 122.9(15) . . . no C3 C2 H2 128.8(15) . . . no Ti C3 H3 120(2) . . . no C2 C3 H3 123.3(19) . . . no C4 C3 H3 129.0(19) . . . no Ti C4 H4 116(2) . . . no C3 C4 H4 124(2) . . . no C5 C4 H4 127(2) . . . no Ti C5 H5 117(2) . . . no C1 C5 H5 129.4(19) . . . no C4 C5 H5 122.6(19) . . . no N2 C7 H7 109.6(12) . . . no N2 C7 H7' 110.8(17) . . . no C8 C7 H7 112.1(13) . . . no C8 C7 H7' 110.1(17) . . . no H7 C7 H7' 111(2) . . . no N3 C8 H8 108.8(19) . . . no N3 C8 H8' 108.8(19) . . . no C7 C8 H8 112.9(18) . . . no C7 C8 H8' 114.0(19) . . . no H8 C8 H8' 109(3) . . . no C9 C10 H10 118.8(17) . . . no C11 C10 H10 122.3(17) . . . no C10 C11 H11 115(2) . . . no C12 C11 H11 124(2) . . . no C11 C12 H12 127(2) . . . no C13 C12 H12 113(2) . . . no C12 C13 H13 121(2) . . . no C14 C13 H13 119(2) . . . no C9 C14 H14 117.5(18) . . . no C13 C14 H14 122.8(18) . . . no C15 C16 H16 119.9(18) . . . no C17 C16 H16 120.3(18) . . . no C16 C17 H17 116.3(17) . . . no C18 C17 H17 122.9(17) . . . no C17 C18 H18 116(2) . . . no C19 C18 H18 124(2) . . . no C18 C19 H19 122.3(18) . . . no C20 C19 H19 116.8(18) . . . no C15 C20 H20 121.0(18) . . . no C19 C20 H20 119.2(18) . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Ti N1 C6 -139.0(3) . . . . no Cl2 Ti N1 C6 114.9(3) . . . . no C1 Ti N1 C6 -40.0(4) . . . . no C2 Ti N1 C6 -9.1(3) . . . . no C3 Ti N1 C6 19.3(4) . . . . no C4 Ti N1 C6 12.1(4) . . . . no C5 Ti N1 C6 -38.2(4) . . . . no Cl1 Ti C1 C2 169.65(13) . . . . no Cl1 Ti C1 C5 -75.86(15) . . . . no Cl2 Ti C1 C2 -72.69(19) . . . . no Cl2 Ti C1 C5 41.8(2) . . . . no N1 Ti C1 C2 63.27(15) . . . . no N1 Ti C1 C5 177.77(15) . . . . no C2 Ti C1 C5 114.5(2) . . . . no C3 Ti C1 C2 -37.02(14) . . . . no C3 Ti C1 C5 77.47(17) . . . . no C4 Ti C1 C2 -78.10(16) . . . . no C4 Ti C1 C5 36.40(16) . . . . no C5 Ti C1 C2 -114.5(2) . . . . no Cl1 Ti C2 C1 -13.50(17) . . . . no Cl1 Ti C2 C3 -129.70(14) . . . . no Cl2 Ti C2 C1 137.29(14) . . . . no Cl2 Ti C2 C3 21.09(16) . . . . no N1 Ti C2 C1 -117.96(16) . . . . no N1 Ti C2 C3 125.84(15) . . . . no C1 Ti C2 C3 -116.2(2) . . . . no C3 Ti C2 C1 116.2(2) . . . . no C4 Ti C2 C1 78.70(16) . . . . no C4 Ti C2 C3 -37.50(15) . . . . no C5 Ti C2 C1 38.25(15) . . . . no C5 Ti C2 C3 -77.95(16) . . . . no Cl1 Ti C3 C2 86.44(18) . . . . no Cl1 Ti C3 C4 -28.8(2) . . . . no Cl2 Ti C3 C2 -162.71(13) . . . . no Cl2 Ti C3 C4 82.00(15) . . . . no N1 Ti C3 C2 -56.26(15) . . . . no N1 Ti C3 C4 -171.55(16) . . . . no C1 Ti C3 C2 37.30(14) . . . . no C1 Ti C3 C4 -77.99(17) . . . . no C2 Ti C3 C4 -115.3(2) . . . . no C4 Ti C3 C2 115.3(2) . . . . no C5 Ti C3 C2 79.13(14) . . . . no C5 Ti C3 C4 -36.16(15) . . . . no Cl1 Ti C4 C3 162.13(13) . . . . no Cl1 Ti C4 C5 45.03(16) . . . . no Cl2 Ti C4 C3 -97.44(15) . . . . no Cl2 Ti C4 C5 145.46(14) . . . . no N1 Ti C4 C3 12.3(2) . . . . no N1 Ti C4 C5 -104.76(17) . . . . no C1 Ti C4 C3 79.39(17) . . . . no C1 Ti C4 C5 -37.72(14) . . . . no C2 Ti C4 C3 37.67(15) . . . . no C2 Ti C4 C5 -79.44(16) . . . . no C3 Ti C4 C5 -117.1(2) . . . . no C5 Ti C4 C3 117.1(2) . . . . no Cl1 Ti C5 C1 104.91(15) . . . . no Cl1 Ti C5 C4 -138.88(15) . . . . no Cl2 Ti C5 C1 -154.60(13) . . . . no Cl2 Ti C5 C4 -38.39(16) . . . . no N1 Ti C5 C1 -3.1(2) . . . . no N1 Ti C5 C4 113.08(17) . . . . no C1 Ti C5 C4 116.2(2) . . . . no C2 Ti C5 C1 -38.04(15) . . . . no C2 Ti C5 C4 78.17(17) . . . . no C3 Ti C5 C1 -79.40(16) . . . . no C3 Ti C5 C4 36.81(16) . . . . no C4 Ti C5 C1 -116.2(2) . . . . no N1 Ti C2 H2 0.3(17) . . . . no C1 Ti C2 H2 118.2(17) . . . . no C3 Ti C2 H2 -125.6(17) . . . . no C4 Ti C2 H2 -163.1(17) . . . . no C5 Ti C2 H2 156.5(17) . . . . no Cl1 Ti C3 H3 -155(2) . . . . no Cl2 Ti C3 H3 -44(2) . . . . no N1 Ti C3 H3 62(2) . . . . no C1 Ti C3 H3 156(2) . . . . no C2 Ti C3 H3 119(2) . . . . no C4 Ti C3 H3 -126(2) . . . . no C5 Ti C3 H3 -162(2) . . . . no Cl1 Ti C4 H4 -78(2) . . . . no Cl2 Ti C4 H4 22(2) . . . . no N1 Ti C4 H4 132(2) . . . . no C1 Ti C4 H4 -161(2) . . . . no C2 Ti C4 H4 158(2) . . . . no C3 Ti C4 H4 120(2) . . . . no C5 Ti C4 H4 -123(2) . . . . no Cl1 Ti C5 H5 -20(2) . . . . no Cl2 Ti C5 H5 80(2) . . . . no N1 Ti C5 H5 -128(2) . . . . no C1 Ti C5 H5 -125(2) . . . . no C2 Ti C5 H5 -163(2) . . . . no C3 Ti C5 H5 155(2) . . . . no C4 Ti C5 H5 119(2) . . . . no C2 Ti C1 H1 -121(2) . . . . no C3 Ti C1 H1 -158(2) . . . . no C4 Ti C1 H1 161(2) . . . . no C5 Ti C1 H1 125(2) . . . . no Cl1 Ti C2 H2 104.7(17) . . . . no Cl2 Ti C2 H2 -104.5(17) . . . . no Cl1 Ti C1 H1 49(2) . . . . no Cl2 Ti C1 H1 167(2) . . . . no N1 Ti C1 H1 -57(2) . . . . no Ti N1 C6 N2 120.0(3) . . . . no Ti N1 C6 N3 -60.9(4) . . . . no C7 N2 C6 N3 -9.3(2) . . . . no C6 N2 C7 C8 18.5(2) . . . . no C15 N2 C6 N1 0.4(4) . . . . no C15 N2 C6 N3 -178.8(2) . . . . no C7 N2 C6 N1 169.9(2) . . . . no C7 N2 C15 C16 159.4(2) . . . . no C7 N2 C15 C20 -18.7(3) . . . . no C15 N2 C7 C8 -171.2(2) . . . . no C6 N2 C15 C16 -32.1(3) . . . . no C6 N2 C15 C20 149.8(2) . . . . no C8 N3 C6 N1 176.2(2) . . . . no C8 N3 C6 N2 -4.6(3) . . . . no C9 N3 C6 N1 1.4(3) . . . . no C6 N3 C9 C10 131.1(2) . . . . no C6 N3 C9 C14 -50.4(3) . . . . no C8 N3 C9 C10 -43.1(3) . . . . no C8 N3 C9 C14 135.4(2) . . . . no C9 N3 C6 N2 -179.4(2) . . . . no C6 N3 C8 C7 15.6(3) . . . . no C9 N3 C8 C7 -169.35(19) . . . . no C5 C1 C2 C3 -1.9(2) . . . . no Ti C1 C5 C4 -64.55(18) . . . . no C2 C1 C5 Ti 66.00(15) . . . . no C2 C1 C5 C4 1.5(3) . . . . no Ti C1 C2 C3 64.74(15) . . . . no C5 C1 C2 Ti -66.67(15) . . . . no Ti C2 C3 C4 65.57(18) . . . . no C1 C2 C3 C4 1.7(3) . . . . no C1 C2 C3 Ti -63.91(15) . . . . no C2 C3 C4 Ti -64.56(16) . . . . no C2 C3 C4 C5 -0.8(3) . . . . no Ti C3 C4 C5 63.81(19) . . . . no C3 C4 C5 C1 -0.4(3) . . . . no Ti C4 C5 C1 62.83(16) . . . . no C3 C4 C5 Ti -63.27(19) . . . . no N2 C7 C8 N3 -19.5(2) . . . . no N3 C9 C10 C11 178.6(2) . . . . no C14 C9 C10 C11 0.1(4) . . . . no N3 C9 C14 C13 -179.8(2) . . . . no C10 C9 C14 C13 -1.3(4) . . . . no C9 C10 C11 C12 1.2(4) . . . . no C10 C11 C12 C13 -1.2(5) . . . . no C11 C12 C13 C14 -0.1(5) . . . . no C12 C13 C14 C9 1.3(4) . . . . no N2 C15 C16 C17 -178.5(3) . . . . no C20 C15 C16 C17 -0.4(4) . . . . no N2 C15 C20 C19 178.7(3) . . . . no C16 C15 C20 C19 0.5(4) . . . . no C15 C16 C17 C18 0.1(5) . . . . no C16 C17 C18 C19 0.1(6) . . . . no C17 C18 C19 C20 0.0(6) . . . . no C18 C19 C20 C15 -0.3(5) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Ti C9 3.873(2) . . no Ti C14 3.699(2) . . no Ti C16 3.954(3) . . no Ti H14 3.45(3) . . no Ti H16 3.13(3) . . no Cl2 C13 3.612(3) . . no Cl2 C7 3.494(2) . 4_545 no Cl2 C18 3.583(3) . 2_565 no Cl2 C14 3.364(2) . . no Cl1 H10 3.14(3) . 4_545 no Cl1 H12 3.03(3) . 2_564 no Cl1 H16 3.05(3) . . no Cl2 H18 2.87(4) . 2_565 no Cl2 H14 3.00(3) . . no Cl2 H5 3.02(3) . 4_645 no Cl2 H7' 2.76(3) . 4_545 no Cl2 H8 3.04(3) . 4_545 no N1 C14 3.077(3) . . no N1 C16 3.016(3) . . no N2 C2 3.195(3) . 4_545 no N3 C1 3.317(3) . 4_545 no N1 H16 2.49(3) . . no N1 H14 2.72(3) . . no N1 H2 2.81(3) . 4_545 no N3 H2 2.93(3) . . no C1 N3 3.317(3) . 4_555 no C1 C6 3.525(3) . 4_555 no C1 C7 3.458(3) . 4_555 no C1 C8 3.509(4) . 4_555 no C2 C6 3.133(3) . 4_555 no C2 C9 3.520(3) . . no C2 N2 3.195(3) . 4_555 no C2 C7 3.447(3) . 4_555 no C3 C20 3.471(4) . 4_555 no C3 C9 3.548(3) . . no C6 C1 3.525(3) . 4_545 no C6 C2 3.133(3) . 4_545 no C7 C1 3.458(3) . 4_545 no C7 Cl2 3.494(2) . 4_555 no C7 C2 3.447(3) . 4_545 no C8 C1 3.509(4) . 4_545 no C9 C2 3.520(3) . . no C9 C3 3.548(3) . . no C9 Ti 3.873(2) . . no C13 Cl2 3.612(3) . . no C14 N1 3.077(3) . . no C14 Ti 3.699(2) . . no C14 Cl2 3.364(2) . . no C16 N1 3.016(3) . . no C16 Ti 3.954(3) . . no C18 Cl2 3.583(3) . 2_564 no C20 C3 3.471(4) . 4_545 no C1 H7 2.85(2) . 4_555 no C2 H7 2.90(2) . 4_555 no C3 H7 2.95(2) . 4_555 no C4 H7 2.89(2) . 4_555 no C5 H7 2.82(2) . 4_555 no C6 H14 2.87(3) . . no C6 H16 2.82(3) . . no C6 H2 2.79(3) . 4_545 no C6 H2 2.79(3) . . no C7 H20 2.52(3) . . no C7 H5 3.01(3) . 1_455 no C8 H10 2.78(3) . . no C9 H19 2.99(3) . 2_465 no C10 H8' 3.08(3) . . no C10 H8 2.90(3) . . no C13 H19 2.88(3) . 2_465 no C14 H1 3.04(3) . 4_545 no C14 H19 2.74(3) . 2_465 no C17 H11 3.07(4) . 4_545 no C18 H11 2.99(4) . 4_545 no C20 H7 2.82(2) . . no C20 H7' 2.86(3) . . no H1 C14 3.04(3) . 4_555 no H2 N3 2.93(3) . . no H2 C6 2.79(3) . . no H2 N1 2.81(3) . 4_555 no H2 C6 2.79(3) . 4_555 no H5 C7 3.01(3) . 1_655 no H5 H7' 2.39(4) . 1_655 no H5 Cl2 3.02(3) . 4_655 no H7 C20 2.82(2) . . no H7 H20 2.27(4) . . no H7 C1 2.85(2) . 4_545 no H7 C2 2.90(2) . 4_545 no H7 C3 2.95(2) . 4_545 no H7 C4 2.89(2) . 4_545 no H7 C5 2.82(2) . 4_545 no H7' C20 2.86(3) . . no H7' H5 2.39(4) . 1_455 no H7' H20 2.45(4) . . no H7' Cl2 2.76(3) . 4_555 no H8 C10 2.90(3) . . no H8 H10 2.39(4) . . no H8 Cl2 3.04(3) . 4_555 no H8' C10 3.08(3) . . no H10 C8 2.78(3) . . no H10 H8 2.39(4) . . no H10 Cl1 3.14(3) . 4_555 no H11 C17 3.07(4) . 4_555 no H11 C18 2.99(4) . 4_555 no H12 Cl1 3.03(3) . 2_565 no H14 Ti 3.45(3) . . no H14 Cl2 3.00(3) . . no H14 N1 2.72(3) . . no H14 C6 2.87(3) . . no H16 Ti 3.13(3) . . no H16 Cl1 3.05(3) . . no H16 N1 2.49(3) . . no H16 C6 2.82(3) . . no H18 Cl2 2.87(4) . 2_564 no H19 C9 2.99(3) . 2_464 no H19 C13 2.88(3) . 2_464 no H19 C14 2.74(3) . 2_464 no H20 C7 2.52(3) . . no H20 H7 2.27(4) . . no H20 H7' 2.45(4) . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C7 H7' Cl2 0.97(3) 2.76(3) 3.494(2) 133(2) 4_555 yes C16 H16 N1 0.93(3) 2.49(3) 3.016(3) 116(2) . yes #===End of Crystallographic Information File