# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Yuesheng Li' _publ_contact_author_email YSLI@CIAC.JL.CN _publ_section_title ; Synthesis and characterization of the titanium complexes bearing two regioisomeric trifluoromethyl-containing enaminoketonato ligands and their behavior in ethylene polymerization ; loop_ _publ_author_name 'Yuesheng Li.' 'Yan-Xiang Cheng.' 'Hong-Liang Mu.' 'Xin-Cui Shi.' ; Weiping Ye ; # Attachment '3c.cif' data_3c _database_code_depnum_ccdc_archive 'CCDC 726031' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H26 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 631.29 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 0.0000 0.0000 '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' O O 0.0106 0.0060 '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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 16.3779(17) _cell_length_b 16.9660(17) _cell_length_c 21.199(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5890.4(10) _cell_formula_units_Z 8 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used 2329 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 20.22 _exptl_crystal_description sheet _exptl_crystal_colour 'brick red' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 0.536 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8822 _exptl_absorpt_correction_T_max 0.9737 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29355 _diffrn_reflns_av_R_equivalents 0.0960 _diffrn_reflns_av_sigmaI/netI 0.1205 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 25.04 _reflns_number_total 10163 _reflns_number_gt 5874 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0861P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _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 0.50(5) _refine_ls_number_reflns 10163 _refine_ls_number_parameters 711 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1455 _refine_ls_R_factor_gt 0.0783 _refine_ls_wR_factor_ref 0.1857 _refine_ls_wR_factor_gt 0.1554 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Ti1 Ti 0.38224(8) 0.03125(9) 0.16603(7) 0.0324(4) Uani 1 1 d . . . Ti2 Ti 0.36647(8) 0.50688(9) 0.36292(6) 0.0307(4) Uani 1 1 d . . . Cl1 Cl 0.47734(14) -0.06289(15) 0.18212(13) 0.0644(8) Uani 1 1 d . . . Cl2 Cl 0.46333(13) 0.13458(15) 0.14138(11) 0.0550(7) Uani 1 1 d . . . Cl3 Cl 0.28787(13) 0.40644(15) 0.39912(10) 0.0497(6) Uani 1 1 d . . . Cl4 Cl 0.27138(13) 0.59955(15) 0.34341(12) 0.0544(7) Uani 1 1 d . . . N1 N 0.2767(4) 0.1087(4) 0.1469(3) 0.0295(16) Uani 1 1 d . . . N2 N 0.2868(4) -0.0535(4) 0.1939(4) 0.045(2) Uani 1 1 d . . . N3 N 0.4571(4) 0.5891(4) 0.3237(3) 0.0309(16) Uani 1 1 d . . . N4 N 0.4762(4) 0.4344(4) 0.3826(3) 0.0361(17) Uani 1 1 d . . . O1 O 0.3676(3) 0.0028(4) 0.0808(3) 0.0455(16) Uani 1 1 d . . . O2 O 0.3788(3) 0.0591(3) 0.2532(3) 0.0409(15) Uani 1 1 d . . . O3 O 0.3639(3) 0.4671(3) 0.2792(2) 0.0327(13) Uani 1 1 d . . . O4 O 0.3868(3) 0.5449(3) 0.4449(3) 0.0365(14) Uani 1 1 d . . . C1 C 0.2442(5) 0.1459(5) 0.2020(4) 0.033(2) Uani 1 1 d . . . C2 C 0.1782(5) 0.1140(5) 0.2337(4) 0.044(2) Uani 1 1 d . . . H2 H 0.1528 0.0681 0.2170 0.052 Uiso 1 1 calc R . . C3 C 0.1481(6) 0.1465(6) 0.2887(4) 0.053(3) Uani 1 1 d . . . H3 H 0.1024 0.1241 0.3097 0.063 Uiso 1 1 calc R . . C4 C 0.1867(7) 0.2126(8) 0.3121(5) 0.070(4) Uani 1 1 d . . . H4 H 0.1680 0.2349 0.3506 0.085 Uiso 1 1 calc R . . C5 C 0.2505(7) 0.2467(6) 0.2818(5) 0.062(3) Uani 1 1 d . . . H5 H 0.2752 0.2927 0.2988 0.075 Uiso 1 1 calc R . . C6 C 0.2807(5) 0.2132(5) 0.2244(4) 0.050(3) Uani 1 1 d . . . H6 H 0.3248 0.2369 0.2023 0.060 Uiso 1 1 calc R . . C7 C 0.2486(5) 0.1297(5) 0.0936(4) 0.042(2) Uani 1 1 d . . . C8 C 0.1798(6) 0.1884(6) 0.0820(5) 0.056(3) Uani 1 1 d . . . H8 H 0.1602 0.2054 0.1245 0.067 Uiso 1 1 calc R . . C9 C 0.1077(6) 0.1526(7) 0.0493(5) 0.075(4) Uani 1 1 d . . . H9A H 0.0620 0.1899 0.0500 0.113 Uiso 1 1 calc R . . H9B H 0.0917 0.1040 0.0711 0.113 Uiso 1 1 calc R . . H9C H 0.1221 0.1404 0.0055 0.113 Uiso 1 1 calc R . . C10 C 0.2085(8) 0.2593(7) 0.0505(6) 0.086(4) Uani 1 1 d . . . H10A H 0.2239 0.2467 0.0070 0.130 Uiso 1 1 calc R . . H10B H 0.2560 0.2803 0.0731 0.130 Uiso 1 1 calc R . . H10C H 0.1649 0.2989 0.0503 0.130 Uiso 1 1 calc R . . C11 C 0.2815(5) 0.0945(6) 0.0351(4) 0.051(3) Uani 1 1 d . . . H11 H 0.2621 0.1151 -0.0038 0.061 Uiso 1 1 calc R . . C12 C 0.3369(5) 0.0352(6) 0.0324(4) 0.041(2) Uani 1 1 d . . . C13 C 0.3676(7) 0.0065(9) -0.0285(5) 0.071(4) Uani 1 1 d . . . C14 C 0.2533(5) -0.0961(5) 0.1422(4) 0.045(2) Uani 1 1 d . . . C15 C 0.2916(6) -0.1638(6) 0.1226(5) 0.068(3) Uani 1 1 d . . . H15 H 0.3411 -0.1794 0.1423 0.082 Uiso 1 1 calc R . . C16 C 0.2593(7) -0.2103(7) 0.0745(6) 0.082(4) Uani 1 1 d . . . H16 H 0.2841 -0.2589 0.0634 0.099 Uiso 1 1 calc R . . C17 C 0.1908(7) -0.1843(9) 0.0436(6) 0.095(5) Uani 1 1 d . . . H17 H 0.1695 -0.2143 0.0096 0.114 Uiso 1 1 calc R . . C18 C 0.1538(7) -0.1175(7) 0.0607(5) 0.072(3) Uani 1 1 d . . . H18 H 0.1063 -0.1006 0.0388 0.086 Uiso 1 1 calc R . . C19 C 0.1847(5) -0.0719(6) 0.1110(4) 0.050(2) Uani 1 1 d . . . H19 H 0.1579 -0.0246 0.1231 0.060 Uiso 1 1 calc R . . C20 C 0.2627(5) -0.0712(5) 0.2499(4) 0.039(2) Uani 1 1 d . . . C21 C 0.1978(6) -0.1337(5) 0.2634(5) 0.053(3) Uani 1 1 d . . . H21 H 0.1826 -0.1588 0.2223 0.064 Uiso 1 1 calc R . . C22 C 0.2305(7) -0.1973(6) 0.3061(7) 0.095(4) Uani 1 1 d . . . H22A H 0.2540 -0.1731 0.3440 0.142 Uiso 1 1 calc R . . H22B H 0.2728 -0.2272 0.2839 0.142 Uiso 1 1 calc R . . H22C H 0.1860 -0.2328 0.3182 0.142 Uiso 1 1 calc R . . C23 C 0.1228(6) -0.0965(6) 0.2903(5) 0.059(3) Uani 1 1 d . . . H23A H 0.0848 -0.1377 0.3041 0.089 Uiso 1 1 calc R . . H23B H 0.0965 -0.0638 0.2581 0.089 Uiso 1 1 calc R . . H23C H 0.1378 -0.0636 0.3265 0.089 Uiso 1 1 calc R . . C24 C 0.2974(5) -0.0335(6) 0.3059(4) 0.044(2) Uani 1 1 d . . . H24 H 0.2815 -0.0524 0.3462 0.053 Uiso 1 1 calc R . . C25 C 0.3493(5) 0.0249(5) 0.3029(4) 0.034(2) Uani 1 1 d . . . C26 C 0.3828(6) 0.0622(8) 0.3636(5) 0.064(3) Uani 1 1 d . . . C27 C 0.4918(5) 0.6423(5) 0.3702(4) 0.041(2) Uani 1 1 d . . . C28 C 0.5623(5) 0.6192(5) 0.4029(4) 0.045(2) Uani 1 1 d . . . H28 H 0.5884 0.5709 0.3926 0.054 Uiso 1 1 calc R . . C29 C 0.5939(6) 0.6665(6) 0.4502(4) 0.052(3) Uani 1 1 d . . . H29 H 0.6405 0.6505 0.4736 0.062 Uiso 1 1 calc R . . C30 C 0.5565(7) 0.7366(7) 0.4624(5) 0.067(3) Uani 1 1 d . . . H30 H 0.5780 0.7692 0.4948 0.081 Uiso 1 1 calc R . . C31 C 0.4864(7) 0.7632(7) 0.4285(5) 0.072(3) Uani 1 1 d . . . H31 H 0.4623 0.8130 0.4369 0.086 Uiso 1 1 calc R . . C32 C 0.4552(6) 0.7129(6) 0.3829(4) 0.055(3) Uani 1 1 d . . . H32 H 0.4076 0.7278 0.3602 0.066 Uiso 1 1 calc R . . C33 C 0.4743(5) 0.6026(5) 0.2641(4) 0.034(2) Uani 1 1 d . . . C34 C 0.5350(5) 0.6636(5) 0.2418(4) 0.042(2) Uani 1 1 d . . . H34 H 0.5581 0.6901 0.2799 0.050 Uiso 1 1 calc R . . C35 C 0.6038(6) 0.6281(6) 0.2062(6) 0.075(4) Uani 1 1 d . . . H35A H 0.6287 0.5862 0.2315 0.113 Uiso 1 1 calc R . . H35B H 0.6447 0.6688 0.1972 0.113 Uiso 1 1 calc R . . H35C H 0.5835 0.6061 0.1665 0.113 Uiso 1 1 calc R . . C36 C 0.4900(7) 0.7259(6) 0.2031(5) 0.076(3) Uani 1 1 d . . . H36A H 0.5286 0.7670 0.1901 0.114 Uiso 1 1 calc R . . H36B H 0.4466 0.7495 0.2288 0.114 Uiso 1 1 calc R . . H36C H 0.4660 0.7013 0.1656 0.114 Uiso 1 1 calc R . . C37 C 0.4362(5) 0.5549(5) 0.2153(4) 0.033(2) Uani 1 1 d . . . H37 H 0.4466 0.5688 0.1727 0.040 Uiso 1 1 calc R . . C38 C 0.3884(5) 0.4942(5) 0.2258(4) 0.032(2) Uani 1 1 d . . . C39 C 0.3490(6) 0.4509(6) 0.1694(4) 0.051(2) Uani 1 1 d . . . C40 C 0.5044(5) 0.3904(5) 0.3289(4) 0.038(2) Uani 1 1 d . . . C41 C 0.4701(5) 0.3196(5) 0.3154(4) 0.044(2) Uani 1 1 d . . . H41 H 0.4282 0.2990 0.3417 0.053 Uiso 1 1 calc R . . C42 C 0.4959(7) 0.2779(6) 0.2638(5) 0.060(3) Uani 1 1 d . . . H42 H 0.4721 0.2282 0.2542 0.073 Uiso 1 1 calc R . . C43 C 0.5561(7) 0.3082(6) 0.2262(5) 0.058(3) Uani 1 1 d . . . H43 H 0.5718 0.2795 0.1898 0.070 Uiso 1 1 calc R . . C44 C 0.5944(6) 0.3775(6) 0.2386(4) 0.050(3) Uani 1 1 d . . . H44 H 0.6376 0.3960 0.2126 0.060 Uiso 1 1 calc R . . C45 C 0.5674(5) 0.4209(6) 0.2915(4) 0.049(2) Uani 1 1 d . . . H45 H 0.5918 0.4701 0.3016 0.058 Uiso 1 1 calc R . . C46 C 0.5113(5) 0.4230(5) 0.4386(4) 0.035(2) Uani 1 1 d . . . C47 C 0.5819(5) 0.3671(5) 0.4464(4) 0.037(2) Uani 1 1 d . . . H47 H 0.6040 0.3543 0.4036 0.045 Uiso 1 1 calc R . . C48 C 0.5504(7) 0.2902(6) 0.4765(5) 0.073(3) Uani 1 1 d . . . H48A H 0.5952 0.2521 0.4793 0.110 Uiso 1 1 calc R . . H48B H 0.5064 0.2684 0.4506 0.110 Uiso 1 1 calc R . . H48C H 0.5296 0.3014 0.5190 0.110 Uiso 1 1 calc R . . C49 C 0.6496(5) 0.4024(6) 0.4852(4) 0.054(3) Uani 1 1 d . . . H49A H 0.6632 0.4547 0.4686 0.082 Uiso 1 1 calc R . . H49B H 0.6978 0.3683 0.4829 0.082 Uiso 1 1 calc R . . H49C H 0.6318 0.4071 0.5291 0.082 Uiso 1 1 calc R . . C50 C 0.4812(5) 0.4631(5) 0.4945(4) 0.037(2) Uani 1 1 d . . . H50 H 0.5027 0.4473 0.5342 0.044 Uiso 1 1 calc R . . C51 C 0.4264(5) 0.5197(5) 0.4942(4) 0.035(2) Uani 1 1 d . . . C52 C 0.4013(7) 0.5609(7) 0.5550(4) 0.054(3) Uani 1 1 d . . . F1 F 0.3504(7) -0.0681(6) -0.0353(3) 0.153(4) Uani 1 1 d . . . F2 F 0.4462(5) 0.0110(6) -0.0312(3) 0.142(4) Uani 1 1 d . . . F3 F 0.3381(4) 0.0387(5) -0.0780(3) 0.098(2) Uani 1 1 d . . . F4 F 0.3571(4) 0.0245(5) 0.4147(3) 0.092(2) Uani 1 1 d . . . F5 F 0.4623(4) 0.0564(5) 0.3656(3) 0.122(3) Uani 1 1 d . . . F6 F 0.3622(6) 0.1359(5) 0.3713(3) 0.135(4) Uani 1 1 d . . . F7 F 0.3692(5) 0.3743(4) 0.1700(3) 0.113(3) Uani 1 1 d . . . F8 F 0.2702(3) 0.4526(6) 0.1715(3) 0.113(3) Uani 1 1 d . . . F9 F 0.3713(4) 0.4771(4) 0.1155(2) 0.0753(19) Uani 1 1 d . . . F10 F 0.3224(4) 0.5544(5) 0.5663(3) 0.116(3) Uani 1 1 d . . . F11 F 0.4392(4) 0.5340(4) 0.6047(2) 0.079(2) Uani 1 1 d . . . F12 F 0.4138(6) 0.6367(4) 0.5521(3) 0.116(3) 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 Ti1 0.0224(7) 0.0469(9) 0.0280(8) -0.0074(7) -0.0026(7) 0.0048(7) Ti2 0.0177(7) 0.0501(10) 0.0245(7) 0.0082(7) -0.0018(7) -0.0031(7) Cl1 0.0376(13) 0.0676(17) 0.088(2) -0.0071(14) -0.0081(13) 0.0230(12) Cl2 0.0409(13) 0.0664(17) 0.0577(15) -0.0181(12) 0.0152(12) -0.0131(11) Cl3 0.0416(13) 0.0636(16) 0.0438(13) 0.0061(11) 0.0093(11) -0.0180(11) Cl4 0.0310(12) 0.0689(17) 0.0633(15) 0.0243(13) 0.0008(11) 0.0117(11) N1 0.024(4) 0.046(4) 0.019(4) -0.007(3) 0.001(3) -0.004(3) N2 0.030(4) 0.044(5) 0.063(6) -0.016(4) -0.006(4) 0.019(3) N3 0.028(4) 0.034(4) 0.031(4) 0.005(3) -0.006(3) 0.003(3) N4 0.037(4) 0.039(4) 0.033(4) -0.003(3) 0.003(3) -0.010(3) O1 0.035(4) 0.079(5) 0.022(3) -0.018(3) 0.004(3) 0.008(3) O2 0.032(3) 0.053(4) 0.038(4) -0.007(3) -0.012(3) 0.001(3) O3 0.029(3) 0.048(4) 0.020(3) 0.008(3) -0.001(2) -0.010(3) O4 0.032(3) 0.041(4) 0.037(4) 0.008(3) 0.001(3) 0.006(3) C1 0.039(5) 0.035(5) 0.026(5) 0.002(4) -0.007(4) 0.002(4) C2 0.033(5) 0.056(7) 0.042(5) -0.002(5) 0.004(4) 0.015(4) C3 0.068(7) 0.060(7) 0.030(5) 0.007(5) -0.003(5) 0.019(6) C4 0.061(8) 0.117(11) 0.033(6) -0.014(6) -0.001(6) 0.048(7) C5 0.064(7) 0.050(6) 0.073(8) -0.029(5) -0.030(6) 0.028(6) C6 0.036(5) 0.059(7) 0.055(6) -0.010(5) 0.007(5) 0.007(5) C7 0.033(5) 0.064(6) 0.030(5) -0.004(4) 0.003(4) 0.001(5) C8 0.053(7) 0.074(8) 0.041(6) 0.007(5) 0.001(5) 0.030(6) C9 0.067(8) 0.096(9) 0.063(7) 0.003(6) 0.000(6) 0.042(7) C10 0.100(10) 0.078(9) 0.081(8) 0.023(7) 0.021(7) 0.035(7) C11 0.039(6) 0.083(7) 0.031(5) 0.001(5) 0.005(4) 0.005(5) C12 0.025(5) 0.077(7) 0.020(5) -0.010(4) 0.001(4) 0.009(5) C13 0.066(8) 0.125(12) 0.024(5) -0.018(7) -0.001(6) 0.013(7) C14 0.024(5) 0.047(6) 0.063(6) -0.022(5) 0.002(4) 0.008(4) C15 0.042(6) 0.068(8) 0.096(9) -0.036(7) 0.004(6) 0.009(5) C16 0.068(8) 0.080(9) 0.100(10) -0.056(7) 0.001(7) -0.006(7) C17 0.053(8) 0.166(14) 0.066(8) -0.078(9) 0.013(6) -0.039(8) C18 0.053(7) 0.104(10) 0.058(7) -0.044(7) 0.003(6) -0.005(7) C19 0.042(6) 0.053(6) 0.055(6) -0.019(5) 0.002(5) 0.003(5) C20 0.043(5) 0.038(5) 0.038(5) -0.003(4) 0.010(4) 0.007(4) C21 0.060(7) 0.035(6) 0.065(7) -0.007(5) 0.003(5) -0.013(5) C22 0.082(9) 0.064(8) 0.137(11) 0.033(8) -0.037(8) -0.013(7) C23 0.046(6) 0.052(6) 0.080(7) -0.013(6) 0.005(5) -0.020(5) C24 0.034(5) 0.070(7) 0.030(5) 0.005(4) -0.012(4) -0.009(5) C25 0.034(5) 0.050(6) 0.019(5) 0.006(4) 0.006(4) 0.000(4) C26 0.052(7) 0.105(10) 0.035(6) -0.009(7) -0.006(5) 0.000(6) C27 0.030(5) 0.046(6) 0.046(5) -0.004(5) 0.002(5) -0.011(4) C28 0.033(5) 0.051(6) 0.050(6) 0.000(5) 0.014(5) -0.009(4) C29 0.052(6) 0.063(7) 0.039(6) -0.001(5) 0.013(5) -0.014(5) C30 0.068(8) 0.082(9) 0.052(7) -0.011(6) 0.009(6) -0.017(7) C31 0.064(7) 0.068(8) 0.083(8) -0.039(6) 0.035(7) -0.003(6) C32 0.046(6) 0.059(7) 0.060(6) -0.010(5) 0.002(5) 0.008(5) C33 0.026(5) 0.037(5) 0.039(5) 0.007(4) 0.007(4) 0.002(4) C34 0.042(5) 0.038(5) 0.046(5) -0.009(4) 0.002(5) -0.015(4) C35 0.045(6) 0.066(7) 0.115(10) -0.008(7) 0.035(6) -0.022(5) C36 0.084(8) 0.050(7) 0.094(8) 0.036(6) -0.008(7) -0.017(6) C37 0.035(5) 0.038(5) 0.027(5) 0.005(4) 0.005(4) -0.005(4) C38 0.014(4) 0.049(6) 0.033(5) -0.001(4) -0.009(4) -0.009(4) C39 0.050(6) 0.078(8) 0.026(5) 0.009(5) -0.005(5) -0.004(5) C40 0.046(5) 0.039(6) 0.028(5) 0.000(4) -0.003(4) -0.005(4) C41 0.043(6) 0.050(6) 0.039(5) -0.004(4) -0.009(4) -0.002(5) C42 0.069(7) 0.050(7) 0.062(7) -0.008(5) -0.017(6) 0.015(6) C43 0.072(8) 0.062(8) 0.041(6) -0.014(5) -0.012(6) 0.018(6) C44 0.043(6) 0.078(8) 0.027(5) 0.003(5) 0.004(4) 0.021(5) C45 0.037(6) 0.068(7) 0.042(5) 0.007(5) -0.005(5) 0.013(5) C46 0.033(5) 0.035(5) 0.038(5) -0.002(4) -0.007(4) -0.009(4) C47 0.031(5) 0.045(6) 0.036(5) 0.006(4) 0.003(4) 0.007(4) C48 0.087(8) 0.058(7) 0.075(8) 0.016(6) -0.032(7) -0.003(7) C49 0.027(5) 0.079(7) 0.057(6) 0.017(5) -0.004(4) 0.003(5) C50 0.038(5) 0.052(6) 0.021(4) 0.003(4) -0.003(4) -0.007(4) C51 0.024(5) 0.054(6) 0.028(5) -0.006(4) 0.008(4) -0.008(4) C52 0.069(8) 0.062(8) 0.032(6) -0.011(5) -0.003(5) 0.013(6) F1 0.278(13) 0.116(7) 0.066(5) -0.056(5) 0.056(6) 0.004(8) F2 0.057(5) 0.304(12) 0.066(5) -0.067(6) 0.032(4) 0.025(6) F3 0.098(5) 0.154(7) 0.040(4) 0.002(4) 0.014(4) 0.025(5) F4 0.094(5) 0.151(7) 0.032(4) 0.000(4) -0.004(3) -0.042(5) F5 0.036(4) 0.273(10) 0.055(4) -0.004(5) -0.020(3) -0.026(5) F6 0.228(10) 0.091(6) 0.085(5) -0.044(5) -0.082(6) 0.027(6) F7 0.207(9) 0.060(4) 0.072(4) -0.010(4) -0.065(5) -0.013(5) F8 0.041(4) 0.242(9) 0.056(4) -0.015(5) -0.003(3) -0.040(5) F9 0.098(5) 0.105(5) 0.023(3) 0.002(3) -0.009(3) -0.040(4) F10 0.047(4) 0.246(10) 0.056(4) -0.023(5) 0.019(4) 0.012(5) F11 0.091(5) 0.125(5) 0.023(3) -0.010(3) -0.004(3) 0.040(4) F12 0.213(9) 0.073(5) 0.064(4) -0.022(4) 0.040(5) 0.005(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 Ti1 O1 1.884(5) . ? Ti1 O2 1.908(6) . ? Ti1 N2 2.205(8) . ? Ti1 N1 2.209(6) . ? Ti1 Cl1 2.257(3) . ? Ti1 Cl2 2.261(3) . ? Ti2 O4 1.884(6) . ? Ti2 O3 1.898(5) . ? Ti2 N3 2.199(7) . ? Ti2 N4 2.217(7) . ? Ti2 Cl4 2.251(3) . ? Ti2 Cl3 2.269(3) . ? N1 C7 1.271(10) . ? N1 C1 1.431(10) . ? N2 C20 1.286(11) . ? N2 C14 1.424(11) . ? N3 C33 1.315(9) . ? N3 C27 1.453(10) . ? N4 C46 1.332(9) . ? N4 C40 1.438(10) . ? O1 C12 1.268(10) . ? O2 C25 1.296(9) . ? O3 C38 1.288(9) . ? O4 C51 1.301(9) . ? C1 C6 1.372(11) . ? C1 C2 1.383(11) . ? C2 C3 1.381(12) . ? C2 H2 0.9500 . ? C3 C4 1.380(15) . ? C3 H3 0.9500 . ? C4 C5 1.356(14) . ? C4 H4 0.9500 . ? C5 C6 1.432(13) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C11 1.477(12) . ? C7 C8 1.525(12) . ? C8 C10 1.453(14) . ? C8 C9 1.499(14) . ? C8 H8 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.356(12) . ? C11 H11 0.9500 . ? C12 C13 1.468(12) . ? C13 F3 1.278(12) . ? C13 F2 1.290(12) . ? C13 F1 1.304(14) . ? C14 C19 1.367(12) . ? C14 C15 1.374(12) . ? C15 C16 1.393(14) . ? C15 H15 0.9500 . ? C16 C17 1.371(17) . ? C16 H16 0.9500 . ? C17 C18 1.336(16) . ? C17 H17 0.9500 . ? C18 C19 1.411(13) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C24 1.462(12) . ? C20 C21 1.528(12) . ? C21 C23 1.495(13) . ? C21 C22 1.507(13) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.308(12) . ? C24 H24 0.9500 . ? C25 C26 1.536(13) . ? C26 F6 1.306(12) . ? C26 F5 1.306(11) . ? C26 F4 1.326(12) . ? C27 C32 1.367(12) . ? C27 C28 1.401(12) . ? C28 C29 1.385(12) . ? C28 H28 0.9500 . ? C29 C30 1.362(13) . ? C29 H29 0.9500 . ? C30 C31 1.426(14) . ? C30 H30 0.9500 . ? C31 C32 1.387(13) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C37 1.455(11) . ? C33 C34 1.510(11) . ? C34 C35 1.483(12) . ? C34 C36 1.528(12) . ? C34 H34 1.0000 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.313(10) . ? C37 H37 0.9500 . ? C38 C39 1.544(12) . ? C39 F9 1.280(10) . ? C39 F8 1.292(10) . ? C39 F7 1.340(11) . ? C40 C41 1.356(11) . ? C40 C45 1.401(12) . ? C41 C42 1.370(12) . ? C41 H41 0.9500 . ? C42 C43 1.368(14) . ? C42 H42 0.9500 . ? C43 C44 1.357(13) . ? C43 H43 0.9500 . ? C44 C45 1.413(12) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C50 1.453(11) . ? C46 C47 1.505(11) . ? C47 C49 1.505(12) . ? C47 C48 1.540(12) . ? C47 H47 1.0000 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 C51 1.315(11) . ? C50 H50 0.9500 . ? C51 C52 1.524(12) . ? C52 F12 1.302(12) . ? C52 F11 1.305(11) . ? C52 F10 1.319(11) . ? 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 O1 Ti1 O2 171.0(2) . . ? O1 Ti1 N2 90.0(3) . . ? O2 Ti1 N2 83.1(3) . . ? O1 Ti1 N1 82.9(2) . . ? O2 Ti1 N1 90.4(2) . . ? N2 Ti1 N1 83.2(2) . . ? O1 Ti1 Cl1 93.0(2) . . ? O2 Ti1 Cl1 92.83(19) . . ? N2 Ti1 Cl1 89.25(19) . . ? N1 Ti1 Cl1 171.41(19) . . ? O1 Ti1 Cl2 93.0(2) . . ? O2 Ti1 Cl2 92.8(2) . . ? N2 Ti1 Cl2 169.85(19) . . ? N1 Ti1 Cl2 87.50(19) . . ? Cl1 Ti1 Cl2 100.27(11) . . ? O4 Ti2 O3 171.1(2) . . ? O4 Ti2 N3 90.7(2) . . ? O3 Ti2 N3 83.6(2) . . ? O4 Ti2 N4 82.7(2) . . ? O3 Ti2 N4 89.8(2) . . ? N3 Ti2 N4 82.9(2) . . ? O4 Ti2 Cl4 93.02(18) . . ? O3 Ti2 Cl4 93.53(18) . . ? N3 Ti2 Cl4 87.42(17) . . ? N4 Ti2 Cl4 169.31(19) . . ? O4 Ti2 Cl3 92.58(18) . . ? O3 Ti2 Cl3 92.08(17) . . ? N3 Ti2 Cl3 170.60(19) . . ? N4 Ti2 Cl3 88.81(19) . . ? Cl4 Ti2 Cl3 101.19(10) . . ? C7 N1 C1 117.9(7) . . ? C7 N1 Ti1 127.8(6) . . ? C1 N1 Ti1 113.8(5) . . ? C20 N2 C14 118.3(8) . . ? C20 N2 Ti1 128.1(6) . . ? C14 N2 Ti1 113.4(6) . . ? C33 N3 C27 117.3(7) . . ? C33 N3 Ti2 128.2(5) . . ? C27 N3 Ti2 113.7(5) . . ? C46 N4 C40 119.4(7) . . ? C46 N4 Ti2 126.7(5) . . ? C40 N4 Ti2 113.5(5) . . ? C12 O1 Ti1 135.7(6) . . ? C25 O2 Ti1 133.4(6) . . ? C38 O3 Ti2 133.5(5) . . ? C51 O4 Ti2 135.7(5) . . ? C6 C1 C2 119.9(8) . . ? C6 C1 N1 119.2(7) . . ? C2 C1 N1 120.9(8) . . ? C1 C2 C3 122.2(9) . . ? C1 C2 H2 118.9 . . ? C3 C2 H2 118.9 . . ? C4 C3 C2 117.7(10) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C5 C4 C3 122.0(9) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C4 C5 C6 119.9(10) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 118.3(9) . . ? C1 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? N1 C7 C11 120.1(8) . . ? N1 C7 C8 126.4(8) . . ? C11 C7 C8 113.4(8) . . ? C10 C8 C9 112.3(9) . . ? C10 C8 C7 112.1(9) . . ? C9 C8 C7 113.1(9) . . ? C10 C8 H8 106.2 . . ? C9 C8 H8 106.2 . . ? C7 C8 H8 106.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C7 125.4(9) . . ? C12 C11 H11 117.3 . . ? C7 C11 H11 117.3 . . ? O1 C12 C11 123.5(8) . . ? O1 C12 C13 115.6(9) . . ? C11 C12 C13 120.8(9) . . ? F3 C13 F2 108.4(11) . . ? F3 C13 F1 104.0(10) . . ? F2 C13 F1 105.5(12) . . ? F3 C13 C12 116.8(10) . . ? F2 C13 C12 111.2(9) . . ? F1 C13 C12 110.2(10) . . ? C19 C14 C15 118.7(9) . . ? C19 C14 N2 122.6(8) . . ? C15 C14 N2 118.7(8) . . ? C14 C15 C16 121.4(10) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C17 C16 C15 118.6(11) . . ? C17 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C18 C17 C16 121.0(10) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 120.4(11) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C14 C19 C18 119.8(9) . . ? C14 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? N2 C20 C24 121.8(8) . . ? N2 C20 C21 123.2(8) . . ? C24 C20 C21 115.0(8) . . ? C23 C21 C22 111.4(9) . . ? C23 C21 C20 110.4(7) . . ? C22 C21 C20 111.2(9) . . ? C23 C21 H21 107.9 . . ? C22 C21 H21 107.9 . . ? C20 C21 H21 107.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C20 123.0(8) . . ? C25 C24 H24 118.5 . . ? C20 C24 H24 118.5 . . ? O2 C25 C24 128.4(8) . . ? O2 C25 C26 111.4(8) . . ? C24 C25 C26 120.2(8) . . ? F6 C26 F5 109.0(11) . . ? F6 C26 F4 106.2(10) . . ? F5 C26 F4 104.7(9) . . ? F6 C26 C25 114.0(9) . . ? F5 C26 C25 110.5(9) . . ? F4 C26 C25 111.9(9) . . ? C32 C27 C28 120.6(9) . . ? C32 C27 N3 120.4(8) . . ? C28 C27 N3 118.9(8) . . ? C29 C28 C27 120.3(9) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C30 C29 C28 118.3(10) . . ? C30 C29 H29 120.8 . . ? C28 C29 H29 120.8 . . ? C29 C30 C31 122.9(10) . . ? C29 C30 H30 118.6 . . ? C31 C30 H30 118.6 . . ? C32 C31 C30 116.9(10) . . ? C32 C31 H31 121.5 . . ? C30 C31 H31 121.5 . . ? C27 C32 C31 120.9(10) . . ? C27 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? N3 C33 C37 119.6(7) . . ? N3 C33 C34 124.3(8) . . ? C37 C33 C34 116.1(7) . . ? C35 C34 C33 112.5(7) . . ? C35 C34 C36 112.0(8) . . ? C33 C34 C36 109.0(7) . . ? C35 C34 H34 107.7 . . ? C33 C34 H34 107.7 . . ? C36 C34 H34 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 C33 125.0(7) . . ? C38 C37 H37 117.5 . . ? C33 C37 H37 117.5 . . ? O3 C38 C37 127.9(7) . . ? O3 C38 C39 112.4(7) . . ? C37 C38 C39 119.5(8) . . ? F9 C39 F8 107.9(8) . . ? F9 C39 F7 106.0(9) . . ? F8 C39 F7 105.5(9) . . ? F9 C39 C38 114.0(8) . . ? F8 C39 C38 112.3(8) . . ? F7 C39 C38 110.5(7) . . ? C41 C40 C45 120.9(8) . . ? C41 C40 N4 119.6(8) . . ? C45 C40 N4 119.5(8) . . ? C40 C41 C42 119.9(9) . . ? C40 C41 H41 120.1 . . ? C42 C41 H41 120.1 . . ? C41 C42 C43 119.5(10) . . ? C41 C42 H42 120.3 . . ? C43 C42 H42 120.3 . . ? C44 C43 C42 123.2(10) . . ? C44 C43 H43 118.4 . . ? C42 C43 H43 118.4 . . ? C43 C44 C45 117.4(9) . . ? C43 C44 H44 121.3 . . ? C45 C44 H44 121.3 . . ? C40 C45 C44 119.2(9) . . ? C40 C45 H45 120.4 . . ? C44 C45 H45 120.4 . . ? N4 C46 C50 120.9(7) . . ? N4 C46 C47 121.4(7) . . ? C50 C46 C47 117.7(7) . . ? C49 C47 C46 112.0(7) . . ? C49 C47 C48 110.9(7) . . ? C46 C47 C48 108.8(7) . . ? C49 C47 H47 108.3 . . ? C46 C47 H47 108.3 . . ? C48 C47 H47 108.3 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C51 C50 C46 124.7(8) . . ? C51 C50 H50 117.7 . . ? C46 C50 H50 117.7 . . ? O4 C51 C50 125.8(8) . . ? O4 C51 C52 113.2(8) . . ? C50 C51 C52 121.0(8) . . ? F12 C52 F11 108.1(9) . . ? F12 C52 F10 104.2(9) . . ? F11 C52 F10 106.9(9) . . ? F12 C52 C51 111.7(9) . . ? F11 C52 C51 113.2(9) . . ? F10 C52 C51 112.2(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.879 _refine_diff_density_min -0.345 _refine_diff_density_rms 0.104 # Attachment '3d.cif' data_3d _database_code_depnum_ccdc_archive 'CCDC 726032' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H34 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 711.41 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 0.0000 0.0000 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 21.8133(13) _cell_length_b 8.0499(5) _cell_length_c 19.0926(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3352.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 186(2) _cell_measurement_reflns_used 4847 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 25.84 _exptl_crystal_description sheet _exptl_crystal_colour 'brick red' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.409 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 0.479 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 186(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17678 _diffrn_reflns_av_R_equivalents 0.0674 _diffrn_reflns_av_sigmaI/netI 0.0774 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 26.09 _reflns_number_total 6100 _reflns_number_gt 4100 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.1903P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _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 0.47(4) _refine_ls_number_reflns 6100 _refine_ls_number_parameters 406 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1134 _refine_ls_wR_factor_gt 0.0955 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Ti1 Ti 0.22945(3) 0.77756(8) 0.33610(5) 0.02892(18) Uani 1 1 d . . . N1 N 0.18309(15) 0.5795(4) 0.27714(18) 0.0264(8) Uani 1 1 d . . . N2 N 0.26984(15) 0.5639(4) 0.39223(18) 0.0266(9) Uani 1 1 d . . . O1 O 0.15755(13) 0.7718(3) 0.39126(16) 0.0358(8) Uani 1 1 d . . . O2 O 0.30066(12) 0.7570(3) 0.27944(16) 0.0313(7) Uani 1 1 d . . . F1 F 0.07715(15) 0.7883(5) 0.49778(19) 0.0929(14) Uani 1 1 d . . . F2 F 0.04428(14) 0.9378(3) 0.4151(2) 0.0781(11) Uani 1 1 d . . . F3 F 0.00390(13) 0.7047(3) 0.43423(18) 0.0631(10) Uani 1 1 d . . . F4 F 0.39978(16) 0.9427(4) 0.2439(3) 0.1111(17) Uani 1 1 d . . . F5 F 0.39933(18) 0.7232(7) 0.1846(2) 0.1170(17) Uani 1 1 d . . . F6 F 0.46021(12) 0.7460(3) 0.26803(19) 0.0639(9) Uani 1 1 d . . . Cl1 Cl 0.19133(6) 0.96966(15) 0.26091(8) 0.0536(4) Uani 1 1 d . . . Cl2 Cl 0.27654(5) 0.94100(13) 0.41576(7) 0.0448(3) Uani 1 1 d . . . C1 C 0.1031(2) 0.7084(5) 0.3839(2) 0.0303(10) Uani 1 1 d . . . C2 C 0.0573(2) 0.7814(6) 0.4343(3) 0.0393(12) Uani 1 1 d . . . C3 C 0.08710(19) 0.5926(5) 0.3362(3) 0.0327(10) Uani 1 1 d . . . H3 H 0.0460 0.5539 0.3371 0.039 Uiso 1 1 calc R . . C4 C 0.12699(19) 0.5229(5) 0.2841(2) 0.0281(10) Uani 1 1 d . . . C5 C 0.10009(19) 0.3893(5) 0.2380(2) 0.0288(10) Uani 1 1 d . . . H5 H 0.1348 0.3314 0.2141 0.035 Uiso 1 1 calc R . . C6 C 0.0640(2) 0.2593(5) 0.2787(3) 0.0416(12) Uani 1 1 d . . . H6A H 0.0305 0.3142 0.3050 0.050 Uiso 1 1 calc R . . H6B H 0.0914 0.2044 0.3130 0.050 Uiso 1 1 calc R . . C7 C 0.0369(2) 0.1290(6) 0.2297(3) 0.0498(14) Uani 1 1 d . . . H7A H 0.0705 0.0678 0.2063 0.060 Uiso 1 1 calc R . . H7B H 0.0127 0.0483 0.2573 0.060 Uiso 1 1 calc R . . C8 C -0.0038(3) 0.2080(6) 0.1748(4) 0.0624(17) Uani 1 1 d . . . H8A H -0.0194 0.1213 0.1426 0.075 Uiso 1 1 calc R . . H8B H -0.0394 0.2613 0.1977 0.075 Uiso 1 1 calc R . . C9 C 0.0316(3) 0.3360(7) 0.1338(3) 0.0631(17) Uani 1 1 d . . . H9A H 0.0038 0.3900 0.0997 0.076 Uiso 1 1 calc R . . H9B H 0.0646 0.2801 0.1071 0.076 Uiso 1 1 calc R . . C10 C 0.0599(2) 0.4693(6) 0.1812(3) 0.0457(13) Uani 1 1 d . . . H10A H 0.0268 0.5347 0.2036 0.055 Uiso 1 1 calc R . . H10B H 0.0851 0.5460 0.1526 0.055 Uiso 1 1 calc R . . C11 C 0.22720(18) 0.4768(5) 0.4378(2) 0.0260(10) Uani 1 1 d . . . C12 C 0.19849(19) 0.3332(5) 0.4160(3) 0.0335(11) Uani 1 1 d . . . H12 H 0.2081 0.2865 0.3716 0.040 Uiso 1 1 calc R . . C13 C 0.1557(2) 0.2572(6) 0.4587(3) 0.0427(12) Uani 1 1 d . . . H13 H 0.1357 0.1589 0.4434 0.051 Uiso 1 1 calc R . . C14 C 0.1422(2) 0.3226(7) 0.5225(3) 0.0508(15) Uani 1 1 d . . . H14 H 0.1126 0.2702 0.5515 0.061 Uiso 1 1 calc R . . C15 C 0.1716(3) 0.4658(7) 0.5455(3) 0.0605(16) Uani 1 1 d . . . H15 H 0.1626 0.5106 0.5903 0.073 Uiso 1 1 calc R . . C16 C 0.2145(2) 0.5431(6) 0.5023(3) 0.0469(14) Uani 1 1 d . . . H16 H 0.2347 0.6411 0.5175 0.056 Uiso 1 1 calc R . . C17 C 0.32728(19) 0.5240(5) 0.3936(2) 0.0292(11) Uani 1 1 d . . . C18 C 0.35385(19) 0.3939(5) 0.4414(2) 0.0369(12) Uani 1 1 d . . . H18 H 0.3189 0.3335 0.4637 0.044 Uiso 1 1 calc R . . C19 C 0.3931(2) 0.2659(6) 0.4033(3) 0.0591(17) Uani 1 1 d . . . H19A H 0.3672 0.2042 0.3696 0.071 Uiso 1 1 calc R . . H19B H 0.4254 0.3240 0.3765 0.071 Uiso 1 1 calc R . . C20 C 0.4228(3) 0.1437(7) 0.4536(4) 0.081(2) Uani 1 1 d . . . H20A H 0.4502 0.0683 0.4272 0.097 Uiso 1 1 calc R . . H20B H 0.3906 0.0754 0.4762 0.097 Uiso 1 1 calc R . . C21 C 0.4596(3) 0.2342(8) 0.5097(5) 0.095(3) Uani 1 1 d . . . H21A H 0.4769 0.1521 0.5429 0.113 Uiso 1 1 calc R . . H21B H 0.4942 0.2937 0.4874 0.113 Uiso 1 1 calc R . . C22 C 0.4207(3) 0.3561(9) 0.5491(3) 0.087(2) Uani 1 1 d . . . H22A H 0.4465 0.4158 0.5836 0.104 Uiso 1 1 calc R . . H22B H 0.3886 0.2951 0.5752 0.104 Uiso 1 1 calc R . . C23 C 0.3906(2) 0.4810(7) 0.5007(3) 0.0545(15) Uani 1 1 d . . . H23A H 0.4225 0.5528 0.4797 0.065 Uiso 1 1 calc R . . H23B H 0.3626 0.5526 0.5282 0.065 Uiso 1 1 calc R . . C24 C 0.37094(19) 0.6075(5) 0.3480(2) 0.0318(11) Uani 1 1 d . . . H24 H 0.4133 0.5882 0.3562 0.038 Uiso 1 1 calc R . . C25 C 0.35607(19) 0.7086(5) 0.2958(2) 0.0292(11) Uani 1 1 d . . . C26 C 0.4038(2) 0.7808(6) 0.2487(3) 0.0461(14) Uani 1 1 d . . . C27 C 0.2202(2) 0.5172(6) 0.2199(2) 0.0327(11) Uani 1 1 d . . . C28 C 0.2177(2) 0.6007(7) 0.1560(3) 0.0484(14) Uani 1 1 d . . . H28 H 0.1905 0.6920 0.1505 0.058 Uiso 1 1 calc R . . C29 C 0.2602(2) 0.3859(5) 0.2288(3) 0.0440(13) Uani 1 1 d . . . H29 H 0.2622 0.3277 0.2720 0.053 Uiso 1 1 calc R . . C30 C 0.2976(3) 0.3411(7) 0.1723(4) 0.0621(17) Uani 1 1 d . . . H30 H 0.3258 0.2518 0.1776 0.074 Uiso 1 1 calc R . . C31 C 0.2945(3) 0.4236(9) 0.1093(3) 0.069(2) Uani 1 1 d . . . H31 H 0.3204 0.3914 0.0717 0.083 Uiso 1 1 calc R . . C32 C 0.2539(3) 0.5525(8) 0.1008(3) 0.0622(17) Uani 1 1 d . . . H32 H 0.2510 0.6080 0.0570 0.075 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 Ti1 0.0247(4) 0.0208(3) 0.0413(5) -0.0011(5) -0.0003(4) -0.0005(3) N1 0.023(2) 0.0246(18) 0.032(2) -0.0028(16) 0.0005(17) -0.0005(15) N2 0.025(2) 0.0206(16) 0.034(2) -0.0018(16) 0.0036(16) -0.0021(15) O1 0.0245(18) 0.0344(16) 0.048(2) -0.0129(16) 0.0029(16) -0.0034(14) O2 0.0268(17) 0.0314(17) 0.036(2) 0.0052(14) -0.0032(15) -0.0001(13) F1 0.054(2) 0.175(4) 0.050(2) -0.040(2) 0.0049(18) 0.023(2) F2 0.072(2) 0.0344(16) 0.128(3) -0.0089(19) 0.045(2) 0.0120(15) F3 0.0396(16) 0.0506(17) 0.099(3) -0.0288(17) 0.0342(17) -0.0160(13) F4 0.069(2) 0.056(2) 0.209(5) 0.071(3) 0.056(3) 0.0078(17) F5 0.081(3) 0.231(5) 0.039(2) 0.006(3) 0.016(2) -0.053(3) F6 0.0251(15) 0.079(2) 0.088(3) 0.0350(19) 0.0110(17) -0.0006(14) Cl1 0.0494(8) 0.0371(7) 0.0744(10) 0.0158(7) -0.0100(7) 0.0089(6) Cl2 0.0438(7) 0.0333(6) 0.0572(8) -0.0147(6) -0.0022(6) -0.0071(5) C1 0.026(2) 0.026(2) 0.038(3) 0.000(2) 0.004(2) 0.002(2) C2 0.030(3) 0.038(3) 0.050(4) -0.009(3) 0.007(2) -0.004(2) C3 0.024(2) 0.027(2) 0.047(3) 0.002(3) 0.004(2) -0.0025(17) C4 0.029(2) 0.019(2) 0.036(3) 0.006(2) -0.006(2) 0.0070(19) C5 0.024(2) 0.025(2) 0.038(3) -0.003(2) -0.004(2) -0.0003(18) C6 0.047(3) 0.031(3) 0.047(3) -0.002(2) -0.002(3) -0.009(2) C7 0.050(3) 0.033(3) 0.066(4) -0.004(3) -0.011(3) -0.011(2) C8 0.045(3) 0.047(3) 0.095(5) -0.018(3) -0.027(3) -0.011(3) C9 0.071(4) 0.056(3) 0.063(4) -0.004(3) -0.038(3) 0.001(3) C10 0.056(3) 0.032(3) 0.049(3) 0.000(2) -0.015(3) -0.003(2) C11 0.024(2) 0.022(2) 0.032(3) 0.0016(19) 0.004(2) 0.0014(18) C12 0.032(2) 0.027(2) 0.041(3) 0.004(2) -0.002(2) -0.0049(19) C13 0.041(3) 0.037(3) 0.050(3) 0.011(3) -0.008(3) -0.012(2) C14 0.037(3) 0.053(3) 0.063(4) 0.019(3) 0.007(3) -0.007(3) C15 0.074(4) 0.063(4) 0.044(4) -0.004(3) 0.029(3) -0.001(3) C16 0.057(3) 0.033(3) 0.051(4) -0.008(3) 0.014(3) -0.011(2) C17 0.024(2) 0.028(2) 0.035(3) 0.002(2) -0.002(2) -0.0038(19) C18 0.023(2) 0.036(3) 0.051(3) 0.013(2) 0.001(2) -0.0015(19) C19 0.043(3) 0.041(3) 0.094(5) 0.011(3) 0.009(3) 0.008(2) C20 0.044(4) 0.054(4) 0.144(7) 0.051(4) -0.004(4) 0.014(3) C21 0.027(3) 0.100(5) 0.157(8) 0.091(6) -0.014(4) -0.006(4) C22 0.060(4) 0.116(6) 0.085(5) 0.065(5) -0.030(4) -0.019(4) C23 0.045(3) 0.067(4) 0.052(4) 0.019(3) -0.009(3) -0.010(3) C24 0.018(2) 0.030(2) 0.048(3) 0.006(2) -0.001(2) -0.0008(18) C25 0.024(3) 0.027(2) 0.037(3) -0.002(2) -0.002(2) -0.0028(19) C26 0.027(3) 0.052(3) 0.059(4) 0.019(3) 0.004(3) -0.003(2) C27 0.029(2) 0.034(3) 0.034(3) -0.006(2) 0.008(2) -0.010(2) C28 0.054(4) 0.056(3) 0.036(3) -0.005(3) 0.001(3) -0.011(3) C29 0.042(3) 0.034(3) 0.056(3) -0.011(3) 0.007(3) -0.001(2) C30 0.044(3) 0.057(4) 0.085(5) -0.038(4) 0.017(3) -0.002(3) C31 0.074(4) 0.082(5) 0.052(4) -0.035(4) 0.037(3) -0.033(4) C32 0.067(4) 0.083(4) 0.037(3) -0.013(3) 0.015(3) -0.028(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 Ti1 O1 1.890(3) . ? Ti1 O2 1.900(3) . ? Ti1 N1 2.198(3) . ? Ti1 N2 2.210(3) . ? Ti1 Cl2 2.2582(14) . ? Ti1 Cl1 2.2679(15) . ? N1 C4 1.312(5) . ? N1 C27 1.450(5) . ? N2 C17 1.293(5) . ? N2 C11 1.453(5) . ? O1 C1 1.300(5) . ? O2 C25 1.308(5) . ? F1 C2 1.289(6) . ? F2 C2 1.341(5) . ? F3 C2 1.317(5) . ? F4 C26 1.310(5) . ? F5 C26 1.312(7) . ? F6 C26 1.314(5) . ? C1 C3 1.350(6) . ? C1 C2 1.506(6) . ? C3 C4 1.435(6) . ? C3 H3 0.9500 . ? C4 C5 1.508(6) . ? C5 C6 1.522(6) . ? C5 C10 1.536(6) . ? C5 H5 1.0000 . ? C6 C7 1.525(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.513(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.507(8) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.534(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C16 1.371(6) . ? C11 C12 1.379(5) . ? C12 C13 1.381(6) . ? C12 H12 0.9500 . ? C13 C14 1.359(7) . ? C13 H13 0.9500 . ? C14 C15 1.390(7) . ? C14 H14 0.9500 . ? C15 C16 1.392(7) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C24 1.455(6) . ? C17 C18 1.506(6) . ? C18 C19 1.524(7) . ? C18 C23 1.554(7) . ? C18 H18 1.0000 . ? C19 C20 1.520(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.525(9) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.500(10) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.515(7) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.326(6) . ? C24 H24 0.9500 . ? C25 C26 1.494(6) . ? C27 C29 1.380(6) . ? C27 C28 1.394(7) . ? C28 C32 1.373(7) . ? C28 H28 0.9500 . ? C29 C30 1.400(7) . ? C29 H29 0.9500 . ? C30 C31 1.375(9) . ? C30 H30 0.9500 . ? C31 C32 1.374(8) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? 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 O1 Ti1 O2 173.51(11) . . ? O1 Ti1 N1 83.44(12) . . ? O2 Ti1 N1 91.22(13) . . ? O1 Ti1 N2 92.38(13) . . ? O2 Ti1 N2 83.23(12) . . ? N1 Ti1 N2 82.36(12) . . ? O1 Ti1 Cl2 90.95(10) . . ? O2 Ti1 Cl2 93.58(10) . . ? N1 Ti1 Cl2 167.63(10) . . ? N2 Ti1 Cl2 86.88(10) . . ? O1 Ti1 Cl1 93.75(10) . . ? O2 Ti1 Cl1 89.93(10) . . ? N1 Ti1 Cl1 90.10(10) . . ? N2 Ti1 Cl1 169.69(10) . . ? Cl2 Ti1 Cl1 101.29(5) . . ? C4 N1 C27 118.5(3) . . ? C4 N1 Ti1 129.0(3) . . ? C27 N1 Ti1 112.4(2) . . ? C17 N2 C11 119.2(3) . . ? C17 N2 Ti1 126.1(3) . . ? C11 N2 Ti1 114.2(2) . . ? C1 O1 Ti1 135.1(3) . . ? C25 O2 Ti1 130.2(3) . . ? O1 C1 C3 125.4(4) . . ? O1 C1 C2 112.6(4) . . ? C3 C1 C2 121.9(4) . . ? F1 C2 F3 108.6(4) . . ? F1 C2 F2 106.7(4) . . ? F3 C2 F2 104.7(4) . . ? F1 C2 C1 113.2(4) . . ? F3 C2 C1 113.8(4) . . ? F2 C2 C1 109.4(4) . . ? C1 C3 C4 125.5(4) . . ? C1 C3 H3 117.2 . . ? C4 C3 H3 117.2 . . ? N1 C4 C3 120.0(4) . . ? N1 C4 C5 123.5(4) . . ? C3 C4 C5 116.5(4) . . ? C4 C5 C6 113.2(4) . . ? C4 C5 C10 109.6(3) . . ? C6 C5 C10 110.7(4) . . ? C4 C5 H5 107.7 . . ? C6 C5 H5 107.7 . . ? C10 C5 H5 107.7 . . ? C5 C6 C7 111.1(4) . . ? C5 C6 H6A 109.4 . . ? C7 C6 H6A 109.4 . . ? C5 C6 H6B 109.4 . . ? C7 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? C8 C7 C6 111.3(4) . . ? C8 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? C8 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? C9 C8 C7 110.3(4) . . ? C9 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 . . ? C9 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C8 C9 C10 112.2(5) . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C9 C10 C5 110.7(4) . . ? C9 C10 H10A 109.5 . . ? C5 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C16 C11 C12 120.4(4) . . ? C16 C11 N2 118.7(4) . . ? C12 C11 N2 120.9(4) . . ? C11 C12 C13 120.0(5) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C14 C13 C12 120.2(5) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.3(5) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C16 119.5(5) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C11 C16 C15 119.6(5) . . ? C11 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? N2 C17 C24 120.5(4) . . ? N2 C17 C18 123.9(4) . . ? C24 C17 C18 115.6(4) . . ? C17 C18 C19 113.4(4) . . ? C17 C18 C23 109.1(4) . . ? C19 C18 C23 111.3(4) . . ? C17 C18 H18 107.6 . . ? C19 C18 H18 107.6 . . ? C23 C18 H18 107.6 . . ? C20 C19 C18 112.1(5) . . ? C20 C19 H19A 109.2 . . ? C18 C19 H19A 109.2 . . ? C20 C19 H19B 109.2 . . ? C18 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C19 C20 C21 111.0(5) . . ? C19 C20 H20A 109.4 . . ? C21 C20 H20A 109.4 . . ? C19 C20 H20B 109.4 . . ? C21 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 111.5(5) . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21B 109.3 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? C21 C22 C23 111.9(6) . . ? C21 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C22 C23 C18 111.6(5) . . ? C22 C23 H23A 109.3 . . ? C18 C23 H23A 109.3 . . ? C22 C23 H23B 109.3 . . ? C18 C23 H23B 109.3 . . ? H23A C23 H23B 108.0 . . ? C25 C24 C17 124.9(4) . . ? C25 C24 H24 117.5 . . ? C17 C24 H24 117.5 . . ? O2 C25 C24 126.0(4) . . ? O2 C25 C26 112.6(4) . . ? C24 C25 C26 121.3(4) . . ? F4 C26 F5 106.3(5) . . ? F4 C26 F6 107.2(4) . . ? F5 C26 F6 104.8(5) . . ? F4 C26 C25 112.5(4) . . ? F5 C26 C25 111.8(4) . . ? F6 C26 C25 113.6(4) . . ? C29 C27 C28 120.1(5) . . ? C29 C27 N1 121.7(4) . . ? C28 C27 N1 118.1(4) . . ? C32 C28 C27 120.8(5) . . ? C32 C28 H28 119.6 . . ? C27 C28 H28 119.6 . . ? C27 C29 C30 118.1(5) . . ? C27 C29 H29 120.9 . . ? C30 C29 H29 120.9 . . ? C31 C30 C29 121.3(6) . . ? C31 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? C32 C31 C30 120.0(5) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C28 C32 C31 119.6(6) . . ? C28 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.322 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.057 # Attachment '3e-I.cif' data_3e _database_code_depnum_ccdc_archive 'CCDC 726033' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 659.34 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 0.0000 0.0000 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.5394(4) _cell_length_b 37.7491(15) _cell_length_c 8.9319(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.4400(10) _cell_angle_gamma 90.00 _cell_volume 2951.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8263 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 25.97 _exptl_crystal_description sheet _exptl_crystal_colour red _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.538 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.932 _exptl_absorpt_correction_T_max 0.948 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16997 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.08 _diffrn_reflns_theta_max 25.98 _reflns_number_total 5767 _reflns_number_gt 4631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+0.7462P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5767 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.1152 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Ti1 Ti 0.74417(4) 0.137818(10) 1.13456(5) 0.02107(12) Uani 1 1 d . . . Cl1 Cl 0.54955(7) 0.120776(18) 1.19921(8) 0.03653(17) Uani 1 1 d . . . Cl2 Cl 0.88487(7) 0.170904(17) 1.35459(7) 0.03454(17) Uani 1 1 d . . . F1 F 1.07073(18) 0.04808(5) 1.4079(2) 0.0595(5) Uani 1 1 d . . . F2 F 0.8649(2) 0.04128(5) 1.4414(2) 0.0610(5) Uani 1 1 d . . . F3 F 0.9193(2) 0.00566(4) 1.2893(2) 0.0690(6) Uani 1 1 d . . . F4 F 0.63059(18) 0.26751(4) 0.9123(2) 0.0440(4) Uani 1 1 d . . . F5 F 0.44834(16) 0.22975(4) 0.8231(2) 0.0457(4) Uani 1 1 d . . . F6 F 0.5449(2) 0.24304(4) 1.0757(2) 0.0525(5) Uani 1 1 d . . . N1 N 0.9152(2) 0.15237(5) 1.0279(2) 0.0212(4) Uani 1 1 d . . . N2 N 0.6455(2) 0.10421(5) 0.9104(2) 0.0206(4) Uani 1 1 d . . . O1 O 0.64011(17) 0.17781(4) 1.01607(19) 0.0238(3) Uani 1 1 d . . . O2 O 0.85932(17) 0.09676(4) 1.22870(19) 0.0251(3) Uani 1 1 d . . . C1 C 0.9409(2) 0.18447(6) 0.9906(3) 0.0221(5) Uani 1 1 d . . . C2 C 1.0768(3) 0.19707(6) 0.9504(3) 0.0270(5) Uani 1 1 d . . . C3 C 1.2229(3) 0.17482(7) 1.0186(3) 0.0355(6) Uani 1 1 d . . . H3A H 1.2045 0.1518 0.9632 0.053 Uiso 1 1 calc R . . H3B H 1.2527 0.1712 1.1359 0.053 Uiso 1 1 calc R . . H3C H 1.3050 0.1872 1.0004 0.053 Uiso 1 1 calc R . . C4 C 1.0194(3) 0.19877(8) 0.7643(3) 0.0447(7) Uani 1 1 d . . . H4A H 1.1010 0.2077 0.7341 0.067 Uiso 1 1 calc R . . H4B H 0.9310 0.2147 0.7212 0.067 Uiso 1 1 calc R . . H4C H 0.9893 0.1750 0.7186 0.067 Uiso 1 1 calc R . . C5 C 1.1256(3) 0.23449(7) 1.0209(5) 0.0535(9) Uani 1 1 d . . . H5A H 1.1407 0.2348 1.1360 0.080 Uiso 1 1 calc R . . H5B H 1.0458 0.2515 0.9599 0.080 Uiso 1 1 calc R . . H5C H 1.2213 0.2409 1.0116 0.080 Uiso 1 1 calc R . . C6 C 0.8288(3) 0.21202(6) 0.9740(3) 0.0254(5) Uani 1 1 d . . . H6 H 0.8547 0.2355 0.9568 0.030 Uiso 1 1 calc R . . C7 C 0.6925(3) 0.20716(6) 0.9808(3) 0.0233(5) Uani 1 1 d . . . C8 C 0.5794(3) 0.23719(6) 0.9478(3) 0.0308(6) Uani 1 1 d . . . C9 C 0.5327(2) 0.12371(6) 0.7783(3) 0.0219(5) Uani 1 1 d . . . C10 C 0.5733(3) 0.14657(6) 0.6804(3) 0.0278(5) Uani 1 1 d . . . H10 H 0.6777 0.1496 0.6986 0.033 Uiso 1 1 calc R . . C11 C 0.4610(3) 0.16480(6) 0.5566(3) 0.0324(6) Uani 1 1 d . . . H11 H 0.4882 0.1798 0.4871 0.039 Uiso 1 1 calc R . . C12 C 0.3091(3) 0.16139(7) 0.5327(3) 0.0352(6) Uani 1 1 d . . . H12 H 0.2324 0.1741 0.4473 0.042 Uiso 1 1 calc R . . C13 C 0.2697(3) 0.13958(7) 0.6331(3) 0.0349(6) Uani 1 1 d . . . H13 H 0.1655 0.1373 0.6172 0.042 Uiso 1 1 calc R . . C14 C 0.3808(3) 0.12086(6) 0.7572(3) 0.0290(5) Uani 1 1 d . . . H14 H 0.3534 0.1062 0.8276 0.035 Uiso 1 1 calc R . . C15 C 0.6654(2) 0.07028(6) 0.8958(3) 0.0235(5) Uani 1 1 d . . . C16 C 0.5945(3) 0.04696(6) 0.7400(3) 0.0289(5) Uani 1 1 d . . . C17 C 0.7160(3) 0.02044(7) 0.7361(3) 0.0405(7) Uani 1 1 d . . . H17A H 0.7398 0.0036 0.8264 0.061 Uiso 1 1 calc R . . H17B H 0.8089 0.0333 0.7473 0.061 Uiso 1 1 calc R . . H17C H 0.6765 0.0076 0.6322 0.061 Uiso 1 1 calc R . . C18 C 0.4606(3) 0.02677(8) 0.7530(4) 0.0504(8) Uani 1 1 d . . . H18A H 0.3810 0.0436 0.7493 0.076 Uiso 1 1 calc R . . H18B H 0.4963 0.0137 0.8562 0.076 Uiso 1 1 calc R . . H18C H 0.4186 0.0101 0.6617 0.076 Uiso 1 1 calc R . . C19 C 0.5395(4) 0.06613(7) 0.5749(3) 0.0435(7) Uani 1 1 d . . . H19A H 0.5157 0.0487 0.4871 0.065 Uiso 1 1 calc R . . H19B H 0.6200 0.0820 0.5732 0.065 Uiso 1 1 calc R . . H19C H 0.4476 0.0799 0.5591 0.065 Uiso 1 1 calc R . . C20 C 0.7581(3) 0.05018(6) 1.0400(3) 0.0300(5) Uani 1 1 d . . . H20 H 0.7596 0.0252 1.0283 0.036 Uiso 1 1 calc R . . C21 C 0.8414(3) 0.06348(6) 1.1878(3) 0.0257(5) Uani 1 1 d . . . C22 C 0.9249(3) 0.03934(7) 1.3310(3) 0.0347(6) Uani 1 1 d . . . C23 C 1.0053(2) 0.12271(6) 1.0133(3) 0.0228(5) Uani 1 1 d . . . C24 C 0.9755(3) 0.10848(6) 0.8602(3) 0.0266(5) Uani 1 1 d . . . H24 H 0.8964 0.1181 0.7661 0.032 Uiso 1 1 calc R . . C25 C 1.0624(3) 0.08014(6) 0.8455(3) 0.0329(6) Uani 1 1 d . . . H25 H 1.0436 0.0706 0.7409 0.039 Uiso 1 1 calc R . . C26 C 1.1752(3) 0.06595(7) 0.9819(4) 0.0370(6) Uani 1 1 d . . . H26 H 1.2352 0.0468 0.9715 0.044 Uiso 1 1 calc R . . C27 C 1.2014(3) 0.07958(6) 1.1342(3) 0.0332(6) Uani 1 1 d . . . H27 H 1.2788 0.0695 1.2284 0.040 Uiso 1 1 calc R . . C28 C 1.1160(3) 0.10770(6) 1.1508(3) 0.0276(5) Uani 1 1 d . . . H28 H 1.1332 0.1167 1.2561 0.033 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 Ti1 0.0201(2) 0.0234(2) 0.0189(2) -0.00045(16) 0.00700(16) 0.00161(15) Cl1 0.0293(3) 0.0496(4) 0.0362(4) 0.0062(3) 0.0188(3) 0.0008(3) Cl2 0.0339(3) 0.0391(4) 0.0239(3) -0.0088(3) 0.0044(3) 0.0024(3) F1 0.0362(9) 0.0663(12) 0.0553(11) 0.0265(9) -0.0038(8) 0.0050(8) F2 0.0716(12) 0.0784(13) 0.0384(10) 0.0262(9) 0.0278(9) 0.0171(10) F3 0.1074(16) 0.0295(9) 0.0437(11) 0.0082(8) 0.0022(10) 0.0176(9) F4 0.0474(9) 0.0234(7) 0.0677(12) 0.0078(7) 0.0296(9) 0.0094(6) F5 0.0285(8) 0.0459(9) 0.0521(10) 0.0097(8) 0.0050(7) 0.0110(7) F6 0.0735(12) 0.0521(10) 0.0490(10) 0.0067(8) 0.0423(10) 0.0275(9) N1 0.0199(9) 0.0224(9) 0.0205(10) -0.0025(8) 0.0073(8) 0.0017(7) N2 0.0201(9) 0.0226(9) 0.0176(9) 0.0013(7) 0.0059(8) -0.0011(7) O1 0.0206(8) 0.0228(8) 0.0269(9) -0.0010(7) 0.0083(7) 0.0014(6) O2 0.0263(8) 0.0240(8) 0.0218(8) 0.0011(7) 0.0064(7) 0.0020(7) C1 0.0216(11) 0.0243(12) 0.0192(11) -0.0045(9) 0.0069(9) -0.0007(9) C2 0.0256(12) 0.0255(12) 0.0321(13) -0.0009(10) 0.0138(11) -0.0025(9) C3 0.0270(13) 0.0372(14) 0.0471(17) 0.0035(12) 0.0198(12) -0.0007(11) C4 0.0484(17) 0.0524(17) 0.0419(17) 0.0132(14) 0.0270(14) 0.0054(14) C5 0.0375(16) 0.0341(15) 0.097(3) -0.0194(16) 0.0359(17) -0.0123(12) C6 0.0281(12) 0.0197(11) 0.0291(13) -0.0019(9) 0.0121(10) -0.0007(9) C7 0.0258(11) 0.0231(11) 0.0200(12) -0.0010(9) 0.0082(9) 0.0041(9) C8 0.0337(14) 0.0290(13) 0.0349(14) 0.0039(11) 0.0190(12) 0.0066(10) C9 0.0229(11) 0.0221(11) 0.0173(11) -0.0040(9) 0.0042(9) -0.0004(9) C10 0.0266(12) 0.0266(12) 0.0257(13) -0.0017(10) 0.0057(10) -0.0041(9) C11 0.0394(14) 0.0252(12) 0.0275(13) 0.0023(10) 0.0079(11) -0.0009(10) C12 0.0343(14) 0.0327(14) 0.0269(13) -0.0002(11) -0.0002(11) 0.0094(11) C13 0.0241(13) 0.0451(16) 0.0309(14) -0.0051(12) 0.0063(11) 0.0046(11) C14 0.0271(12) 0.0335(13) 0.0257(13) -0.0023(10) 0.0097(10) -0.0007(10) C15 0.0234(11) 0.0249(12) 0.0232(12) 0.0005(9) 0.0103(10) -0.0026(9) C16 0.0352(13) 0.0243(12) 0.0257(13) -0.0053(10) 0.0105(11) -0.0046(10) C17 0.0528(17) 0.0311(14) 0.0367(16) -0.0066(12) 0.0170(13) 0.0046(12) C18 0.0517(18) 0.0523(18) 0.0479(18) -0.0192(15) 0.0206(15) -0.0264(14) C19 0.0635(19) 0.0380(15) 0.0213(13) -0.0058(11) 0.0088(13) 0.0089(13) C20 0.0364(14) 0.0235(12) 0.0263(13) 0.0028(10) 0.0086(11) 0.0008(10) C21 0.0285(12) 0.0240(12) 0.0251(13) 0.0046(10) 0.0112(10) 0.0029(9) C22 0.0382(15) 0.0307(13) 0.0287(14) 0.0059(11) 0.0063(12) 0.0032(11) C23 0.0204(11) 0.0214(11) 0.0282(13) -0.0019(9) 0.0115(9) -0.0019(9) C24 0.0236(12) 0.0274(12) 0.0294(13) -0.0044(10) 0.0110(10) -0.0031(9) C25 0.0380(14) 0.0285(13) 0.0404(15) -0.0096(11) 0.0242(12) -0.0044(11) C26 0.0372(14) 0.0265(13) 0.0553(18) 0.0013(12) 0.0270(13) 0.0050(11) C27 0.0275(13) 0.0310(13) 0.0425(16) 0.0094(12) 0.0153(11) 0.0064(10) C28 0.0243(12) 0.0297(13) 0.0295(13) 0.0021(10) 0.0115(10) 0.0010(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 Ti1 O1 1.8837(15) . ? Ti1 O2 1.8925(15) . ? Ti1 N2 2.2367(18) . ? Ti1 Cl1 2.2466(7) . ? Ti1 N1 2.2600(18) . ? Ti1 Cl2 2.2639(7) . ? F1 C22 1.325(3) . ? F2 C22 1.325(3) . ? F3 C22 1.320(3) . ? F4 C8 1.331(3) . ? F5 C8 1.332(3) . ? F6 C8 1.327(3) . ? N1 C1 1.305(3) . ? N1 C23 1.449(3) . ? N2 C15 1.309(3) . ? N2 C9 1.443(3) . ? O1 C7 1.305(3) . ? O2 C21 1.301(3) . ? C1 C6 1.457(3) . ? C1 C2 1.551(3) . ? C2 C4 1.530(4) . ? C2 C3 1.531(3) . ? C2 C5 1.541(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.338(3) . ? C6 H6 0.9500 . ? C7 C8 1.511(3) . ? C9 C10 1.388(3) . ? C9 C14 1.389(3) . ? C10 C11 1.379(3) . ? C10 H10 0.9500 . ? C11 C12 1.384(4) . ? C11 H11 0.9500 . ? C12 C13 1.375(4) . ? C12 H12 0.9500 . ? C13 C14 1.385(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.453(3) . ? C15 C16 1.556(3) . ? C16 C18 1.531(4) . ? C16 C19 1.535(3) . ? C16 C17 1.542(3) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.338(3) . ? C20 H20 0.9500 . ? C21 C22 1.514(3) . ? C23 C28 1.383(3) . ? C23 C24 1.390(3) . ? C24 C25 1.391(3) . ? C24 H24 0.9500 . ? C25 C26 1.374(4) . ? C25 H25 0.9500 . ? C26 C27 1.381(4) . ? C26 H26 0.9500 . ? C27 C28 1.382(3) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? 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 O1 Ti1 O2 171.50(7) . . ? O1 Ti1 N2 90.67(7) . . ? O2 Ti1 N2 84.05(7) . . ? O1 Ti1 Cl1 93.97(5) . . ? O2 Ti1 Cl1 92.53(5) . . ? N2 Ti1 Cl1 88.35(5) . . ? O1 Ti1 N1 82.87(7) . . ? O2 Ti1 N1 89.86(7) . . ? N2 Ti1 N1 82.99(6) . . ? Cl1 Ti1 N1 170.73(5) . . ? O1 Ti1 Cl2 92.50(5) . . ? O2 Ti1 Cl2 91.56(5) . . ? N2 Ti1 Cl2 169.38(5) . . ? Cl1 Ti1 Cl2 101.54(3) . . ? N1 Ti1 Cl2 87.34(5) . . ? C1 N1 C23 121.06(18) . . ? C1 N1 Ti1 125.02(14) . . ? C23 N1 Ti1 113.80(13) . . ? C15 N2 C9 120.51(19) . . ? C15 N2 Ti1 128.20(15) . . ? C9 N2 Ti1 110.75(13) . . ? C7 O1 Ti1 130.49(14) . . ? C21 O2 Ti1 132.69(15) . . ? N1 C1 C6 118.92(19) . . ? N1 C1 C2 127.09(19) . . ? C6 C1 C2 113.88(19) . . ? C4 C2 C3 109.3(2) . . ? C4 C2 C5 109.0(2) . . ? C3 C2 C5 105.1(2) . . ? C4 C2 C1 107.05(19) . . ? C3 C2 C1 116.87(19) . . ? C5 C2 C1 109.3(2) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C1 125.8(2) . . ? C7 C6 H6 117.1 . . ? C1 C6 H6 117.1 . . ? O1 C7 C6 126.9(2) . . ? O1 C7 C8 111.84(19) . . ? C6 C7 C8 121.3(2) . . ? F6 C8 F4 107.6(2) . . ? F6 C8 F5 106.4(2) . . ? F4 C8 F5 107.1(2) . . ? F6 C8 C7 111.1(2) . . ? F4 C8 C7 112.98(19) . . ? F5 C8 C7 111.4(2) . . ? C10 C9 C14 120.0(2) . . ? C10 C9 N2 121.86(19) . . ? C14 C9 N2 118.0(2) . . ? C11 C10 C9 119.5(2) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.6(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 119.7(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C14 120.5(2) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C9 119.6(2) . . ? C13 C14 H14 120.2 . . ? C9 C14 H14 120.2 . . ? N2 C15 C20 118.9(2) . . ? N2 C15 C16 127.9(2) . . ? C20 C15 C16 113.10(19) . . ? C18 C16 C19 109.3(2) . . ? C18 C16 C17 109.6(2) . . ? C19 C16 C17 104.9(2) . . ? C18 C16 C15 107.0(2) . . ? C19 C16 C15 116.9(2) . . ? C17 C16 C15 108.9(2) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C15 126.3(2) . . ? C21 C20 H20 116.9 . . ? C15 C20 H20 116.9 . . ? O2 C21 C20 126.8(2) . . ? O2 C21 C22 112.2(2) . . ? C20 C21 C22 120.9(2) . . ? F3 C22 F1 107.6(2) . . ? F3 C22 F2 106.4(2) . . ? F1 C22 F2 106.0(2) . . ? F3 C22 C21 113.1(2) . . ? F1 C22 C21 112.3(2) . . ? F2 C22 C21 110.9(2) . . ? C28 C23 C24 120.0(2) . . ? C28 C23 N1 120.5(2) . . ? C24 C23 N1 119.4(2) . . ? C23 C24 C25 119.6(2) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 120.1(2) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.0(2) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C28 120.6(2) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C27 C28 C23 119.6(2) . . ? C27 C28 H28 120.2 . . ? C23 C28 H28 120.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.362 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.055 # Attachment '3e-II.cif' data_3e-II _database_code_depnum_ccdc_archive 'CCDC 726034' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 659.31 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 0.0000 0.0000 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.1707(5) _cell_length_b 19.7949(16) _cell_length_c 12.4053(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.7780(10) _cell_angle_gamma 90.00 _cell_volume 1488.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 187(2) _cell_measurement_reflns_used 3500 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.04 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.533 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.877 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 187(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8165 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 26.09 _reflns_number_total 2954 _reflns_number_gt 2197 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.2346P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2954 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0711 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1618 _refine_ls_wR_factor_gt 0.1450 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Ti1 Ti 0.5000 0.5000 0.5000 0.0301(2) Uani 1 2 d S . . Cl1 Cl 0.22946(13) 0.55204(4) 0.57307(7) 0.0440(3) Uani 1 1 d . . . F1 F 0.6123(6) 0.28492(16) 0.5586(3) 0.1367(16) Uani 1 1 d . . . F2 F 0.3266(9) 0.29075(14) 0.6162(3) 0.1482(18) Uani 1 1 d . . . F3 F 0.3372(6) 0.24357(11) 0.4646(2) 0.0973(10) Uani 1 1 d . . . N1 N 0.2825(4) 0.48411(12) 0.34176(19) 0.0308(5) Uani 1 1 d . . . O1 O 0.3974(3) 0.41403(9) 0.53712(16) 0.0366(5) Uani 1 1 d . . . C1 C 0.3537(5) 0.36260(14) 0.4714(3) 0.0371(7) Uani 1 1 d . . . C2 C 0.3980(8) 0.29536(17) 0.5275(3) 0.0570(10) Uani 1 1 d . . . C3 C 0.2750(5) 0.36543(15) 0.3627(3) 0.0398(7) Uani 1 1 d . . . H3 H 0.2581 0.3237 0.3241 0.048 Uiso 1 1 calc R . . C4 C 0.2138(5) 0.42609(15) 0.2990(2) 0.0342(7) Uani 1 1 d . . . C5 C 0.0821(5) 0.41257(16) 0.1825(2) 0.0408(7) Uani 1 1 d . . . C6 C 0.2538(7) 0.4000(2) 0.1090(3) 0.0604(10) Uani 1 1 d . . . H6A H 0.3442 0.4405 0.1077 0.091 Uiso 1 1 calc R . . H6B H 0.1777 0.3894 0.0343 0.091 Uiso 1 1 calc R . . H6C H 0.3485 0.3620 0.1383 0.091 Uiso 1 1 calc R . . C7 C -0.0776(6) 0.46896(19) 0.1321(3) 0.0539(9) Uani 1 1 d . . . H7A H -0.1798 0.4792 0.1815 0.081 Uiso 1 1 calc R . . H7B H -0.1612 0.4539 0.0611 0.081 Uiso 1 1 calc R . . H7C H 0.0068 0.5096 0.1216 0.081 Uiso 1 1 calc R . . C8 C -0.0632(7) 0.3494(2) 0.1815(3) 0.0657(12) Uani 1 1 d . . . H8A H 0.0303 0.3090 0.1908 0.099 Uiso 1 1 calc R . . H8B H -0.1668 0.3467 0.1113 0.099 Uiso 1 1 calc R . . H8C H -0.1457 0.3521 0.2416 0.099 Uiso 1 1 calc R . . C9 C 0.2402(5) 0.54671(14) 0.2818(2) 0.0335(7) Uani 1 1 d . . . C10 C 0.0672(5) 0.58824(16) 0.2952(3) 0.0422(8) Uani 1 1 d . . . H10 H -0.0267 0.5763 0.3447 0.051 Uiso 1 1 calc R . . C11 C 0.0329(7) 0.64737(17) 0.2357(3) 0.0542(10) Uani 1 1 d . . . H11 H -0.0884 0.6754 0.2429 0.065 Uiso 1 1 calc R . . C12 C 0.1707(7) 0.66640(19) 0.1661(3) 0.0601(11) Uani 1 1 d . . . H12 H 0.1431 0.7068 0.1245 0.072 Uiso 1 1 calc R . . C13 C 0.3484(7) 0.6267(2) 0.1569(3) 0.0578(10) Uani 1 1 d . . . H13 H 0.4465 0.6404 0.1105 0.069 Uiso 1 1 calc R . . C14 C 0.3859(6) 0.56674(17) 0.2152(3) 0.0438(8) Uani 1 1 d . . . H14 H 0.5102 0.5396 0.2096 0.053 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 Ti1 0.0336(4) 0.0264(4) 0.0299(4) -0.0037(3) 0.0044(3) -0.0025(3) Cl1 0.0386(5) 0.0451(5) 0.0504(5) -0.0092(4) 0.0133(4) 0.0012(3) F1 0.123(3) 0.073(2) 0.184(4) 0.046(2) -0.050(3) 0.0171(19) F2 0.309(6) 0.0553(17) 0.111(2) 0.0357(17) 0.118(3) 0.023(2) F3 0.170(3) 0.0287(12) 0.0799(17) -0.0018(11) -0.0092(18) -0.0100(14) N1 0.0320(13) 0.0298(13) 0.0290(12) 0.0008(10) 0.0017(10) 0.0013(10) O1 0.0496(13) 0.0282(11) 0.0319(11) 0.0014(8) 0.0069(9) -0.0043(9) C1 0.0408(18) 0.0269(15) 0.0433(18) -0.0026(13) 0.0074(14) -0.0039(13) C2 0.085(3) 0.0331(18) 0.050(2) 0.0037(16) 0.005(2) -0.0016(19) C3 0.0486(19) 0.0282(15) 0.0388(17) -0.0054(12) -0.0017(14) -0.0022(13) C4 0.0339(16) 0.0358(16) 0.0319(15) -0.0057(12) 0.0036(12) -0.0004(13) C5 0.0442(18) 0.0406(17) 0.0332(16) -0.0056(13) -0.0038(14) -0.0006(14) C6 0.067(3) 0.073(3) 0.040(2) -0.0172(19) 0.0098(18) 0.008(2) C7 0.055(2) 0.056(2) 0.0418(19) -0.0067(17) -0.0127(16) 0.0045(18) C8 0.073(3) 0.059(2) 0.054(2) -0.0042(19) -0.016(2) -0.021(2) C9 0.0382(16) 0.0311(15) 0.0288(15) 0.0006(11) -0.0001(12) -0.0017(12) C10 0.0433(18) 0.0420(18) 0.0392(18) 0.0006(13) 0.0020(14) 0.0079(14) C11 0.066(2) 0.042(2) 0.050(2) 0.0043(16) -0.0016(18) 0.0167(17) C12 0.082(3) 0.042(2) 0.050(2) 0.0145(17) -0.005(2) 0.005(2) C13 0.071(3) 0.060(2) 0.041(2) 0.0140(17) 0.0065(18) -0.017(2) C14 0.046(2) 0.0447(18) 0.0395(18) 0.0030(14) 0.0052(15) -0.0011(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 Ti1 O1 1.9021(19) . ? Ti1 O1 1.9021(19) 3_666 ? Ti1 N1 2.184(2) 3_666 ? Ti1 N1 2.184(2) . ? Ti1 Cl1 2.2882(7) 3_666 ? Ti1 Cl1 2.2882(7) . ? F1 C2 1.323(5) . ? F2 C2 1.262(5) . ? F3 C2 1.301(4) . ? N1 C4 1.302(4) . ? N1 C9 1.444(4) . ? O1 C1 1.301(3) . ? C1 C3 1.346(4) . ? C1 C2 1.503(4) . ? C3 C4 1.448(4) . ? C3 H3 0.9500 . ? C4 C5 1.544(4) . ? C5 C8 1.538(5) . ? C5 C7 1.542(5) . ? C5 C6 1.542(5) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.382(4) . ? C9 C14 1.388(4) . ? C10 C11 1.379(4) . ? C10 H10 0.9500 . ? C11 C12 1.373(6) . ? C11 H11 0.9500 . ? C12 C13 1.371(6) . ? C12 H12 0.9500 . ? C13 C14 1.387(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? 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 O1 Ti1 O1 180.00(13) . 3_666 ? O1 Ti1 N1 95.03(9) . 3_666 ? O1 Ti1 N1 84.97(9) 3_666 3_666 ? O1 Ti1 N1 84.97(9) . . ? O1 Ti1 N1 95.03(9) 3_666 . ? N1 Ti1 N1 179.999(1) 3_666 . ? O1 Ti1 Cl1 89.63(7) . 3_666 ? O1 Ti1 Cl1 90.37(7) 3_666 3_666 ? N1 Ti1 Cl1 92.84(7) 3_666 3_666 ? N1 Ti1 Cl1 87.16(7) . 3_666 ? O1 Ti1 Cl1 90.37(7) . . ? O1 Ti1 Cl1 89.63(7) 3_666 . ? N1 Ti1 Cl1 87.15(7) 3_666 . ? N1 Ti1 Cl1 92.85(7) . . ? Cl1 Ti1 Cl1 180.0 3_666 . ? C4 N1 C9 122.2(2) . . ? C4 N1 Ti1 126.3(2) . . ? C9 N1 Ti1 111.17(17) . . ? C1 O1 Ti1 126.01(18) . . ? O1 C1 C3 126.1(3) . . ? O1 C1 C2 113.8(3) . . ? C3 C1 C2 120.1(3) . . ? F2 C2 F3 111.0(4) . . ? F2 C2 F1 103.1(4) . . ? F3 C2 F1 102.3(4) . . ? F2 C2 C1 113.9(3) . . ? F3 C2 C1 114.4(3) . . ? F1 C2 C1 111.0(3) . . ? C1 C3 C4 126.1(3) . . ? C1 C3 H3 116.9 . . ? C4 C3 H3 116.9 . . ? N1 C4 C3 118.5(3) . . ? N1 C4 C5 127.5(3) . . ? C3 C4 C5 113.9(2) . . ? C8 C5 C7 105.0(3) . . ? C8 C5 C6 109.1(3) . . ? C7 C5 C6 109.6(3) . . ? C8 C5 C4 110.7(3) . . ? C7 C5 C4 116.0(3) . . ? C6 C5 C4 106.4(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C14 120.2(3) . . ? C10 C9 N1 121.2(3) . . ? C14 C9 N1 118.5(3) . . ? C11 C10 C9 119.0(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C12 C11 C10 121.2(3) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C13 C12 C11 119.6(3) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 120.4(4) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C9 119.5(3) . . ? C13 C14 H14 120.3 . . ? C9 C14 H14 120.3 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.902 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.067 # Attachment '6c.cif' data_6c _database_code_depnum_ccdc_archive 'CCDC 726035' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H26 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 631.29 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 0.0000 0.0000 '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' O O 0.0106 0.0060 '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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.9733(8) _cell_length_b 9.2121(4) _cell_length_c 17.4099(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.6240(10) _cell_angle_gamma 90.00 _cell_volume 2857.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 6621 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 26.03 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.552 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9217 _exptl_absorpt_correction_T_max 0.9367 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15494 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 26.10 _reflns_number_total 5665 _reflns_number_gt 4313 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+1.6476P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5665 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.0959 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.09516(14) 0.4517(3) 0.39048(15) 0.0352(6) Uani 1 1 d . . . H1 H 0.0529 0.4345 0.3480 0.042 Uiso 1 1 calc R . . C2 C 0.09853(17) 0.3206(3) 0.44487(17) 0.0517(8) Uani 1 1 d . . . H2A H 0.1130 0.2341 0.4176 0.078 Uiso 1 1 calc R . . H2B H 0.0491 0.3051 0.4614 0.078 Uiso 1 1 calc R . . H2C H 0.1356 0.3387 0.4904 0.078 Uiso 1 1 calc R . . C3 C 0.07768(18) 0.5915(3) 0.4314(2) 0.0586(9) Uani 1 1 d . . . H3A H 0.1123 0.6016 0.4796 0.088 Uiso 1 1 calc R . . H3B H 0.0259 0.5881 0.4434 0.088 Uiso 1 1 calc R . . H3C H 0.0836 0.6746 0.3976 0.088 Uiso 1 1 calc R . . C14 C 0.3892(2) 0.1785(4) 0.07874(18) 0.0631(9) Uani 1 1 d . . . H14 H 0.4304 0.1936 0.1225 0.076 Uiso 1 1 calc R . . C15 C 0.4183(2) 0.2271(6) 0.0072(2) 0.0951(15) Uani 1 1 d . . . H15A H 0.3801 0.2106 -0.0376 0.143 Uiso 1 1 calc R . . H15B H 0.4637 0.1720 0.0007 0.143 Uiso 1 1 calc R . . H15C H 0.4304 0.3308 0.0113 0.143 Uiso 1 1 calc R . . C16 C 0.3670(3) 0.0186(4) 0.0803(3) 0.0980(15) Uani 1 1 d . . . H16A H 0.3237 0.0008 0.0409 0.147 Uiso 1 1 calc R . . H16B H 0.3538 -0.0059 0.1316 0.147 Uiso 1 1 calc R . . H16C H 0.4092 -0.0418 0.0694 0.147 Uiso 1 1 calc R . . C26 C 0.06060(14) 0.4568(3) 0.15380(16) 0.0407(6) Uani 1 1 d . . . H26 H 0.0519 0.3624 0.1324 0.049 Uiso 1 1 calc R . . C21 C 0.13157(13) 0.5179(3) 0.15994(14) 0.0311(5) Uani 1 1 d . . . C22 C 0.14436(15) 0.6555(3) 0.19015(15) 0.0363(6) Uani 1 1 d . . . H22 H 0.1929 0.6977 0.1936 0.044 Uiso 1 1 calc R . . C23 C 0.08552(17) 0.7315(3) 0.21545(18) 0.0493(7) Uani 1 1 d . . . H23 H 0.0938 0.8266 0.2359 0.059 Uiso 1 1 calc R . . C25 C 0.00253(15) 0.5340(3) 0.17904(17) 0.0491(8) Uani 1 1 d . . . H25 H -0.0464 0.4933 0.1743 0.059 Uiso 1 1 calc R . . C24 C 0.01549(17) 0.6705(3) 0.21111(18) 0.0522(8) Uani 1 1 d . . . H24 H -0.0241 0.7220 0.2301 0.063 Uiso 1 1 calc R . . C8 C 0.37094(13) 0.4995(3) 0.24394(15) 0.0332(6) Uani 1 1 d . . . C13 C 0.36980(15) 0.5954(3) 0.18273(16) 0.0418(6) Uani 1 1 d . . . H13 H 0.3260 0.6508 0.1662 0.050 Uiso 1 1 calc R . . C9 C 0.43434(14) 0.4173(3) 0.26724(17) 0.0438(7) Uani 1 1 d . . . H9 H 0.4348 0.3495 0.3084 0.053 Uiso 1 1 calc R . . C11 C 0.49649(17) 0.5297(4) 0.1692(2) 0.0581(9) Uani 1 1 d . . . H11 H 0.5396 0.5401 0.1436 0.070 Uiso 1 1 calc R . . C12 C 0.43305(17) 0.6100(3) 0.14570(19) 0.0541(8) Uani 1 1 d . . . H12 H 0.4326 0.6760 0.1037 0.065 Uiso 1 1 calc R . . C10 C 0.49718(16) 0.4349(4) 0.2298(2) 0.0563(8) Uani 1 1 d . . . H10 H 0.5413 0.3803 0.2464 0.068 Uiso 1 1 calc R . . C4 C 0.16624(13) 0.4572(2) 0.35361(13) 0.0294(5) Uani 1 1 d . . . C5 C 0.22409(14) 0.5511(3) 0.37460(15) 0.0356(6) Uani 1 1 d . . . H5 H 0.2205 0.6143 0.4170 0.043 Uiso 1 1 calc R . . C6 C 0.28908(13) 0.5601(3) 0.33712(14) 0.0329(5) Uani 1 1 d . . . C20 C 0.18194(17) 0.5491(3) 0.01385(15) 0.0445(7) Uani 1 1 d . . . C7 C 0.34284(16) 0.6840(3) 0.36585(18) 0.0470(7) Uani 1 1 d . . . C19 C 0.21683(14) 0.4384(3) 0.07329(14) 0.0348(6) Uani 1 1 d . . . C18 C 0.27728(16) 0.3558(3) 0.05015(16) 0.0450(7) Uani 1 1 d . . . H18 H 0.2875 0.3648 -0.0018 0.054 Uiso 1 1 calc R . . C17 C 0.32111(16) 0.2648(3) 0.09847(16) 0.0436(7) Uani 1 1 d . . . Cl2 Cl 0.30047(4) 0.14818(8) 0.33264(4) 0.04493(18) Uani 1 1 d . . . Cl1 Cl 0.15535(4) 0.11077(7) 0.18282(4) 0.04450(18) Uani 1 1 d . . . F1 F 0.20377(11) 0.68368(17) 0.03633(10) 0.0599(5) Uani 1 1 d . . . F2 F 0.10717(10) 0.5481(2) 0.00390(9) 0.0608(5) Uani 1 1 d . . . F3 F 0.20241(11) 0.5296(2) -0.05605(9) 0.0642(5) Uani 1 1 d . . . F4 F 0.41321(10) 0.6417(2) 0.38174(12) 0.0756(6) Uani 1 1 d . . . F5 F 0.32523(10) 0.7458(2) 0.43007(11) 0.0681(6) Uani 1 1 d . . . F6 F 0.34058(12) 0.78814(19) 0.31255(12) 0.0729(6) Uani 1 1 d . . . N1 N 0.30404(10) 0.4757(2) 0.28052(11) 0.0294(4) Uani 1 1 d . . . N2 N 0.19331(10) 0.4298(2) 0.14107(11) 0.0286(4) Uani 1 1 d . . . O1 O 0.16993(9) 0.36129(16) 0.29928(9) 0.0289(4) Uani 1 1 d . . . O2 O 0.30861(9) 0.24677(17) 0.16917(10) 0.0348(4) Uani 1 1 d . . . Ti1 Ti 0.23753(2) 0.28274(4) 0.23614(2) 0.02698(12) 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 0.0297(13) 0.0377(14) 0.0410(14) -0.0088(11) 0.0148(11) -0.0034(11) C2 0.0565(19) 0.0561(18) 0.0476(17) 0.0024(14) 0.0261(14) -0.0081(15) C3 0.0516(18) 0.0534(18) 0.079(2) -0.0238(17) 0.0389(17) -0.0064(15) C14 0.071(2) 0.077(2) 0.0459(18) 0.0015(16) 0.0213(16) 0.0318(19) C15 0.071(3) 0.150(4) 0.071(3) 0.017(3) 0.037(2) 0.052(3) C16 0.140(4) 0.068(3) 0.090(3) -0.011(2) 0.030(3) 0.056(3) C26 0.0355(14) 0.0395(15) 0.0467(16) 0.0073(12) 0.0035(12) 0.0011(12) C21 0.0302(13) 0.0312(13) 0.0322(13) 0.0060(10) 0.0058(10) 0.0069(10) C22 0.0346(14) 0.0308(13) 0.0447(15) 0.0035(11) 0.0092(11) 0.0049(11) C23 0.0549(18) 0.0373(15) 0.0591(18) 0.0058(13) 0.0201(15) 0.0157(14) C25 0.0276(14) 0.0594(19) 0.0611(19) 0.0255(16) 0.0092(13) 0.0061(13) C24 0.0483(18) 0.0512(18) 0.0624(19) 0.0214(15) 0.0266(15) 0.0261(15) C8 0.0278(13) 0.0320(13) 0.0419(14) -0.0061(11) 0.0123(10) -0.0058(10) C13 0.0352(14) 0.0383(15) 0.0542(17) 0.0024(13) 0.0139(12) -0.0043(12) C9 0.0312(14) 0.0476(16) 0.0539(17) 0.0018(13) 0.0102(12) 0.0040(12) C11 0.0409(17) 0.063(2) 0.077(2) -0.0152(18) 0.0344(16) -0.0132(15) C12 0.0542(19) 0.0518(18) 0.062(2) 0.0027(15) 0.0297(16) -0.0132(15) C10 0.0303(15) 0.065(2) 0.077(2) -0.0077(18) 0.0177(15) 0.0033(14) C4 0.0291(12) 0.0291(12) 0.0314(12) -0.0002(10) 0.0094(10) 0.0009(10) C5 0.0331(13) 0.0381(14) 0.0374(14) -0.0110(11) 0.0111(11) -0.0042(11) C6 0.0299(13) 0.0310(13) 0.0385(14) -0.0032(11) 0.0067(10) -0.0028(10) C20 0.0558(18) 0.0434(16) 0.0360(15) 0.0069(12) 0.0128(13) 0.0044(14) C7 0.0384(16) 0.0479(17) 0.0575(18) -0.0164(14) 0.0167(14) -0.0104(13) C19 0.0430(15) 0.0298(13) 0.0325(13) 0.0020(10) 0.0085(11) -0.0016(11) C18 0.0590(18) 0.0466(16) 0.0333(14) 0.0008(12) 0.0206(13) 0.0113(14) C17 0.0543(17) 0.0394(15) 0.0421(15) 0.0028(12) 0.0243(13) 0.0098(13) Cl2 0.0464(4) 0.0461(4) 0.0433(4) 0.0139(3) 0.0097(3) 0.0107(3) Cl1 0.0510(4) 0.0325(3) 0.0515(4) -0.0086(3) 0.0119(3) -0.0105(3) F1 0.0884(14) 0.0353(9) 0.0561(11) 0.0133(8) 0.0101(9) 0.0026(9) F2 0.0596(11) 0.0759(12) 0.0454(10) 0.0179(9) 0.0007(8) 0.0138(10) F3 0.0931(14) 0.0683(12) 0.0348(9) 0.0142(8) 0.0217(9) 0.0190(11) F4 0.0338(10) 0.0875(14) 0.1034(16) -0.0448(12) 0.0010(10) -0.0109(9) F5 0.0607(12) 0.0725(12) 0.0760(13) -0.0425(10) 0.0269(10) -0.0297(10) F6 0.0921(15) 0.0424(10) 0.0896(15) -0.0076(10) 0.0319(12) -0.0270(10) N1 0.0247(10) 0.0296(10) 0.0354(11) 0.0016(9) 0.0096(8) 0.0004(8) N2 0.0288(10) 0.0256(10) 0.0324(11) -0.0003(8) 0.0074(8) 0.0018(8) O1 0.0293(9) 0.0282(8) 0.0311(9) -0.0042(7) 0.0106(7) -0.0017(7) O2 0.0379(10) 0.0318(9) 0.0381(10) 0.0015(7) 0.0176(8) 0.0080(8) Ti1 0.0296(2) 0.0240(2) 0.0291(2) -0.00009(17) 0.01028(17) 0.00106(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 C4 1.505(3) . ? C1 C3 1.524(4) . ? C1 C2 1.531(4) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C14 C15 1.482(5) . ? C14 C16 1.528(6) . ? C14 C17 1.536(4) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C26 C25 1.382(4) . ? C26 C21 1.386(3) . ? C26 H26 0.9500 . ? C21 C22 1.379(3) . ? C21 N2 1.447(3) . ? C22 C23 1.388(4) . ? C22 H22 0.9500 . ? C23 C24 1.371(4) . ? C23 H23 0.9500 . ? C25 C24 1.383(4) . ? C25 H25 0.9500 . ? C24 H24 0.9500 . ? C8 C13 1.382(4) . ? C8 C9 1.384(4) . ? C8 N1 1.450(3) . ? C13 C12 1.386(4) . ? C13 H13 0.9500 . ? C9 C10 1.387(4) . ? C9 H9 0.9500 . ? C11 C10 1.368(5) . ? C11 C12 1.375(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C10 H10 0.9500 . ? C4 O1 1.302(3) . ? C4 C5 1.364(3) . ? C5 C6 1.414(3) . ? C5 H5 0.9500 . ? C6 N1 1.310(3) . ? C6 C7 1.536(4) . ? C20 F3 1.330(3) . ? C20 F2 1.332(3) . ? C20 F1 1.343(3) . ? C20 C19 1.527(4) . ? C7 F4 1.317(3) . ? C7 F5 1.330(3) . ? C7 F6 1.331(4) . ? C19 N2 1.308(3) . ? C19 C18 1.428(4) . ? C18 C17 1.362(4) . ? C18 H18 0.9500 . ? C17 O2 1.291(3) . ? Cl2 Ti1 2.2660(8) . ? Cl1 Ti1 2.2780(8) . ? N1 Ti1 2.223(2) . ? N2 Ti1 2.204(2) . ? O1 Ti1 1.8874(15) . ? O2 Ti1 1.8699(16) . ? 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 C4 C1 C3 114.2(2) . . ? C4 C1 C2 108.9(2) . . ? C3 C1 C2 111.8(2) . . ? C4 C1 H1 107.2 . . ? C3 C1 H1 107.2 . . ? C2 C1 H1 107.2 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C15 C14 C16 115.4(3) . . ? C15 C14 C17 114.3(3) . . ? C16 C14 C17 106.1(3) . . ? C15 C14 H14 106.8 . . ? C16 C14 H14 106.8 . . ? C17 C14 H14 106.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C25 C26 C21 119.5(3) . . ? C25 C26 H26 120.3 . . ? C21 C26 H26 120.3 . . ? C22 C21 C26 120.5(2) . . ? C22 C21 N2 120.5(2) . . ? C26 C21 N2 118.7(2) . . ? C21 C22 C23 119.3(3) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 120.5(3) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C26 C25 C24 120.2(3) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C23 C24 C25 119.9(3) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C13 C8 C9 120.2(2) . . ? C13 C8 N1 120.5(2) . . ? C9 C8 N1 119.1(2) . . ? C8 C13 C12 119.4(3) . . ? C8 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C8 C9 C10 119.2(3) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C10 C11 C12 119.7(3) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C11 C10 C9 120.8(3) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? O1 C4 C5 120.9(2) . . ? O1 C4 C1 114.5(2) . . ? C5 C4 C1 124.5(2) . . ? C4 C5 C6 124.1(2) . . ? C4 C5 H5 118.0 . . ? C6 C5 H5 118.0 . . ? N1 C6 C5 125.2(2) . . ? N1 C6 C7 120.2(2) . . ? C5 C6 C7 114.6(2) . . ? F3 C20 F2 106.1(2) . . ? F3 C20 F1 106.6(2) . . ? F2 C20 F1 107.2(2) . . ? F3 C20 C19 113.0(2) . . ? F2 C20 C19 113.6(2) . . ? F1 C20 C19 109.9(2) . . ? F4 C7 F5 106.2(2) . . ? F4 C7 F6 107.4(2) . . ? F5 C7 F6 106.8(2) . . ? F4 C7 C6 113.1(2) . . ? F5 C7 C6 112.5(2) . . ? F6 C7 C6 110.4(2) . . ? N2 C19 C18 124.9(2) . . ? N2 C19 C20 119.9(2) . . ? C18 C19 C20 115.1(2) . . ? C17 C18 C19 123.6(2) . . ? C17 C18 H18 118.2 . . ? C19 C18 H18 118.2 . . ? O2 C17 C18 120.6(2) . . ? O2 C17 C14 113.0(2) . . ? C18 C17 C14 126.4(2) . . ? C6 N1 C8 120.3(2) . . ? C6 N1 Ti1 125.52(16) . . ? C8 N1 Ti1 114.04(14) . . ? C19 N2 C21 121.4(2) . . ? C19 N2 Ti1 125.97(16) . . ? C21 N2 Ti1 112.66(14) . . ? C4 O1 Ti1 141.42(15) . . ? C17 O2 Ti1 142.31(17) . . ? O2 Ti1 O1 167.66(7) . . ? O2 Ti1 N2 81.31(7) . . ? O1 Ti1 N2 90.33(7) . . ? O2 Ti1 N1 88.74(7) . . ? O1 Ti1 N1 81.31(7) . . ? N2 Ti1 N1 83.86(7) . . ? O2 Ti1 Cl2 92.88(6) . . ? O1 Ti1 Cl2 94.27(5) . . ? N2 Ti1 Cl2 171.07(6) . . ? N1 Ti1 Cl2 89.27(5) . . ? O2 Ti1 Cl1 94.72(6) . . ? O1 Ti1 Cl1 94.09(5) . . ? N2 Ti1 Cl1 88.39(5) . . ? N1 Ti1 Cl1 170.94(6) . . ? Cl2 Ti1 Cl1 98.90(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.856 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.053 # Attachment '6d.cif' data_6d _database_code_depnum_ccdc_archive 'CCDC 726036' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H34 Cl2 F6 N2 O2 Ti' _chemical_formula_weight 711.38 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 0.0000 0.0000 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ti Ti 0.2776 0.4457 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.2203(5) _cell_length_b 16.5443(12) _cell_length_c 15.5413(11) _cell_angle_alpha 90.00 _cell_angle_beta 94.5850(10) _cell_angle_gamma 90.00 _cell_volume 1594.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 186(2) _cell_measurement_reflns_used 2208 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 24.68 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.504 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.947 _exptl_absorpt_correction_T_max 0.965 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 186(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9215 _diffrn_reflns_av_R_equivalents 0.0604 _diffrn_reflns_av_sigmaI/netI 0.0715 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.13 _reflns_number_total 3176 _reflns_number_gt 2053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+0.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3176 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.0859 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.3108(4) 0.40260(16) 0.34452(16) 0.0234(6) Uani 1 1 d . . . C2 C 0.4824(4) 0.36975(16) 0.30581(18) 0.0305(7) Uani 1 1 d . . . H2 H 0.6077 0.4011 0.2987 0.037 Uiso 1 1 calc R . . C3 C 0.4693(5) 0.29022(18) 0.27735(19) 0.0385(8) Uani 1 1 d . . . H3 H 0.5863 0.2670 0.2504 0.046 Uiso 1 1 calc R . . C4 C 0.2874(5) 0.24477(18) 0.28801(19) 0.0399(8) Uani 1 1 d . . . H4 H 0.2782 0.1907 0.2676 0.048 Uiso 1 1 calc R . . C5 C 0.1195(5) 0.27804(17) 0.32827(19) 0.0360(8) Uani 1 1 d . . . H5 H -0.0052 0.2465 0.3360 0.043 Uiso 1 1 calc R . . C6 C 0.1302(5) 0.35699(16) 0.35768(18) 0.0313(7) Uani 1 1 d . . . H6 H 0.0152 0.3795 0.3865 0.038 Uiso 1 1 calc R . . C7 C 0.1524(5) 0.53052(18) 0.23782(19) 0.0341(7) Uani 1 1 d . . . C8 C 0.2454(4) 0.54617(16) 0.33061(16) 0.0240(6) Uani 1 1 d . . . C9 C 0.2348(4) 0.62664(16) 0.35880(17) 0.0249(6) Uani 1 1 d . . . H9 H 0.1952 0.6670 0.3170 0.030 Uiso 1 1 calc R . . C10 C 0.2783(4) 0.65050(16) 0.44304(17) 0.0235(6) Uani 1 1 d . . . C11 C 0.2451(4) 0.73561(15) 0.47394(17) 0.0245(6) Uani 1 1 d . . . H11 H 0.1980 0.7314 0.5338 0.029 Uiso 1 1 calc R . . C12 C 0.4627(4) 0.78055(16) 0.48080(19) 0.0332(7) Uani 1 1 d . . . H12A H 0.5704 0.7491 0.5173 0.040 Uiso 1 1 calc R . . H12B H 0.5158 0.7861 0.4227 0.040 Uiso 1 1 calc R . . C13 C 0.4356(5) 0.86416(17) 0.5202(2) 0.0450(9) Uani 1 1 d . . . H13A H 0.3985 0.8581 0.5806 0.054 Uiso 1 1 calc R . . H13B H 0.5739 0.8939 0.5209 0.054 Uiso 1 1 calc R . . C14 C 0.2599(5) 0.91283(18) 0.4696(2) 0.0474(9) Uani 1 1 d . . . H14A H 0.2406 0.9651 0.4991 0.057 Uiso 1 1 calc R . . H14B H 0.3048 0.9244 0.4112 0.057 Uiso 1 1 calc R . . C15 C 0.0490(5) 0.86771(17) 0.4620(2) 0.0394(8) Uani 1 1 d . . . H15A H -0.0594 0.8994 0.4262 0.047 Uiso 1 1 calc R . . H15B H -0.0038 0.8613 0.5201 0.047 Uiso 1 1 calc R . . C16 C 0.0738(5) 0.78452(16) 0.42153(19) 0.0347(7) Uani 1 1 d . . . H16A H -0.0657 0.7555 0.4193 0.042 Uiso 1 1 calc R . . H16B H 0.1152 0.7908 0.3617 0.042 Uiso 1 1 calc R . . Cl1 Cl 0.23561(11) 0.43628(4) 0.56976(5) 0.0366(2) Uani 1 1 d . . . F1 F 0.0879(3) 0.59820(10) 0.19720(10) 0.0546(6) Uani 1 1 d . . . F2 F -0.0186(3) 0.48194(11) 0.23409(11) 0.0590(6) Uani 1 1 d . . . F3 F 0.2959(3) 0.49722(11) 0.19019(10) 0.0568(5) Uani 1 1 d . . . N1 N 0.3262(3) 0.48497(12) 0.37713(13) 0.0225(5) Uani 1 1 d . . . O1 O 0.3476(3) 0.59967(10) 0.50249(11) 0.0256(4) Uani 1 1 d . . . Ti1 Ti 0.5000 0.5000 0.5000 0.02353(19) Uani 1 2 d S . . 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 0.0300(16) 0.0176(15) 0.0219(15) -0.0015(12) -0.0019(12) 0.0006(12) C2 0.0315(16) 0.0284(17) 0.0316(17) -0.0017(14) 0.0026(13) 0.0021(14) C3 0.0444(19) 0.0359(19) 0.0357(19) -0.0066(15) 0.0053(15) 0.0126(16) C4 0.060(2) 0.0210(17) 0.0371(19) -0.0050(14) -0.0086(17) 0.0048(16) C5 0.0391(19) 0.0299(18) 0.0384(19) -0.0028(15) -0.0012(15) -0.0097(15) C6 0.0335(17) 0.0279(17) 0.0321(17) -0.0022(14) 0.0012(13) -0.0016(14) C7 0.0462(19) 0.0277(17) 0.0276(17) 0.0027(14) -0.0017(15) 0.0058(15) C8 0.0234(15) 0.0283(17) 0.0205(15) 0.0009(13) 0.0027(12) -0.0008(12) C9 0.0326(16) 0.0211(15) 0.0216(16) 0.0046(12) 0.0056(12) 0.0003(12) C10 0.0195(14) 0.0219(15) 0.0295(17) 0.0033(13) 0.0048(12) -0.0021(12) C11 0.0277(15) 0.0224(16) 0.0236(15) -0.0014(12) 0.0037(12) 0.0031(12) C12 0.0308(17) 0.0269(17) 0.0412(19) -0.0029(14) -0.0004(14) 0.0001(13) C13 0.046(2) 0.0273(18) 0.062(2) -0.0106(16) 0.0007(17) -0.0044(15) C14 0.070(2) 0.0221(18) 0.051(2) -0.0030(16) 0.0073(18) 0.0046(16) C15 0.048(2) 0.0304(18) 0.0390(19) -0.0016(15) -0.0003(15) 0.0173(15) C16 0.0341(17) 0.0312(18) 0.0384(19) 0.0000(14) 0.0000(14) 0.0068(14) Cl1 0.0281(4) 0.0381(5) 0.0442(5) 0.0090(4) 0.0058(3) -0.0060(3) F1 0.0972(15) 0.0333(11) 0.0296(10) 0.0024(8) -0.0168(10) 0.0172(10) F2 0.0669(13) 0.0616(14) 0.0441(12) 0.0021(10) -0.0228(10) -0.0219(11) F3 0.0860(15) 0.0597(13) 0.0249(10) -0.0030(9) 0.0067(10) 0.0239(11) N1 0.0232(12) 0.0190(13) 0.0256(13) -0.0007(10) 0.0029(10) -0.0002(10) O1 0.0298(11) 0.0224(11) 0.0240(10) 0.0003(8) -0.0014(8) 0.0036(8) Ti1 0.0225(4) 0.0227(4) 0.0253(4) 0.0021(3) 0.0006(3) 0.0004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 1.378(4) . ? C1 C6 1.382(4) . ? C1 N1 1.454(3) . ? C2 C3 1.388(4) . ? C2 H2 0.9500 . ? C3 C4 1.379(4) . ? C3 H3 0.9500 . ? C4 C5 1.375(4) . ? C4 H4 0.9500 . ? C5 C6 1.384(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 F3 1.324(3) . ? C7 F2 1.331(3) . ? C7 F1 1.332(3) . ? C7 C8 1.532(4) . ? C8 N1 1.320(3) . ? C8 C9 1.405(3) . ? C9 C10 1.373(4) . ? C9 H9 0.9500 . ? C10 O1 1.297(3) . ? C10 C11 1.507(3) . ? C11 C16 1.521(4) . ? C11 C12 1.540(4) . ? C11 H11 1.0000 . ? C12 C13 1.527(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.524(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.506(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.527(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? Cl1 Ti1 2.2970(7) . ? N1 Ti1 2.133(2) . ? O1 Ti1 1.9039(17) . ? Ti1 O1 1.9040(17) 3_666 ? Ti1 N1 2.132(2) 3_666 ? Ti1 Cl1 2.2970(7) 3_666 ? 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 C6 121.1(3) . . ? C2 C1 N1 119.3(2) . . ? C6 C1 N1 119.4(2) . . ? C1 C2 C3 119.0(3) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C1 C6 C5 119.0(3) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? F3 C7 F2 107.3(2) . . ? F3 C7 F1 106.0(2) . . ? F2 C7 F1 106.1(2) . . ? F3 C7 C8 112.1(2) . . ? F2 C7 C8 112.5(2) . . ? F1 C7 C8 112.4(2) . . ? N1 C8 C9 125.6(2) . . ? N1 C8 C7 119.0(2) . . ? C9 C8 C7 115.5(2) . . ? C10 C9 C8 124.0(2) . . ? C10 C9 H9 118.0 . . ? C8 C9 H9 118.0 . . ? O1 C10 C9 121.4(2) . . ? O1 C10 C11 115.1(2) . . ? C9 C10 C11 123.4(2) . . ? C10 C11 C16 115.7(2) . . ? C10 C11 C12 109.3(2) . . ? C16 C11 C12 110.7(2) . . ? C10 C11 H11 106.9 . . ? C16 C11 H11 106.9 . . ? C12 C11 H11 106.9 . . ? C13 C12 C11 109.9(2) . . ? C13 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C14 C13 C12 111.7(2) . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 111.3(3) . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C14 C15 C16 111.3(2) . . ? C14 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? C14 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C11 C16 C15 110.4(2) . . ? C11 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? C11 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C8 N1 C1 121.1(2) . . ? C8 N1 Ti1 122.99(17) . . ? C1 N1 Ti1 115.83(15) . . ? C10 O1 Ti1 133.20(17) . . ? O1 Ti1 O1 180.00(10) . 3_666 ? O1 Ti1 N1 95.65(7) . 3_666 ? O1 Ti1 N1 84.35(7) 3_666 3_666 ? O1 Ti1 N1 84.35(7) . . ? O1 Ti1 N1 95.65(7) 3_666 . ? N1 Ti1 N1 180.00(10) 3_666 . ? O1 Ti1 Cl1 89.34(6) . 3_666 ? O1 Ti1 Cl1 90.66(6) 3_666 3_666 ? N1 Ti1 Cl1 92.19(6) 3_666 3_666 ? N1 Ti1 Cl1 87.81(6) . 3_666 ? O1 Ti1 Cl1 90.66(6) . . ? O1 Ti1 Cl1 89.34(6) 3_666 . ? N1 Ti1 Cl1 87.81(6) 3_666 . ? N1 Ti1 Cl1 92.19(6) . . ? Cl1 Ti1 Cl1 180.0 3_666 . ? 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 C6 C1 C2 C3 2.0(4) . . . . ? N1 C1 C2 C3 177.9(2) . . . . ? C1 C2 C3 C4 -0.2(4) . . . . ? C2 C3 C4 C5 -1.0(4) . . . . ? C3 C4 C5 C6 0.5(4) . . . . ? C2 C1 C6 C5 -2.5(4) . . . . ? N1 C1 C6 C5 -178.4(2) . . . . ? C4 C5 C6 C1 1.2(4) . . . . ? F3 C7 C8 N1 -57.2(3) . . . . ? F2 C7 C8 N1 63.8(3) . . . . ? F1 C7 C8 N1 -176.5(2) . . . . ? F3 C7 C8 C9 123.1(3) . . . . ? F2 C7 C8 C9 -115.9(3) . . . . ? F1 C7 C8 C9 3.9(4) . . . . ? N1 C8 C9 C10 -10.1(4) . . . . ? C7 C8 C9 C10 169.5(3) . . . . ? C8 C9 C10 O1 4.8(4) . . . . ? C8 C9 C10 C11 -173.7(2) . . . . ? O1 C10 C11 C16 -152.0(2) . . . . ? C9 C10 C11 C16 26.5(4) . . . . ? O1 C10 C11 C12 82.1(3) . . . . ? C9 C10 C11 C12 -99.3(3) . . . . ? C10 C11 C12 C13 -174.6(2) . . . . ? C16 C11 C12 C13 56.7(3) . . . . ? C11 C12 C13 C14 -55.4(3) . . . . ? C12 C13 C14 C15 55.4(4) . . . . ? C13 C14 C15 C16 -55.8(3) . . . . ? C10 C11 C16 C15 177.3(2) . . . . ? C12 C11 C16 C15 -57.6(3) . . . . ? C14 C15 C16 C11 57.2(3) . . . . ? C9 C8 N1 C1 174.1(2) . . . . ? C7 C8 N1 C1 -5.5(4) . . . . ? C9 C8 N1 Ti1 -9.3(4) . . . . ? C7 C8 N1 Ti1 171.11(18) . . . . ? C2 C1 N1 C8 96.5(3) . . . . ? C6 C1 N1 C8 -87.5(3) . . . . ? C2 C1 N1 Ti1 -80.3(3) . . . . ? C6 C1 N1 Ti1 95.6(2) . . . . ? C9 C10 O1 Ti1 24.7(4) . . . . ? C11 C10 O1 Ti1 -156.65(17) . . . . ? C10 O1 Ti1 O1 -46(10) . . . 3_666 ? C10 O1 Ti1 N1 147.3(2) . . . 3_666 ? C10 O1 Ti1 N1 -32.7(2) . . . . ? C10 O1 Ti1 Cl1 55.2(2) . . . 3_666 ? C10 O1 Ti1 Cl1 -124.8(2) . . . . ? C8 N1 Ti1 O1 23.1(2) . . . . ? C1 N1 Ti1 O1 -160.16(18) . . . . ? C8 N1 Ti1 O1 -156.9(2) . . . 3_666 ? C1 N1 Ti1 O1 19.84(18) . . . 3_666 ? C8 N1 Ti1 N1 138(19) . . . 3_666 ? C1 N1 Ti1 N1 -45(19) . . . 3_666 ? C8 N1 Ti1 Cl1 -66.50(19) . . . 3_666 ? C1 N1 Ti1 Cl1 110.28(17) . . . 3_666 ? C8 N1 Ti1 Cl1 113.50(19) . . . . ? C1 N1 Ti1 Cl1 -69.72(17) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.13 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.332 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.065