# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1795 data_ajn25 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C15 H23 Cl3 O Ti' _chemical_formula_weight 373.58 _chemical_melting_point ? _chemical_compound_source ? 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' '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(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 17.294(3) _cell_length_b 6.1220(10) _cell_length_c 17.833(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.36(3) _cell_angle_gamma 90.00 _cell_volume 1791.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 7705 _cell_measurement_theta_min ? _cell_measurement_theta_max 28.26 _exptl_crystal_description ? _exptl_crystal_colour 'Deep red' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method ? _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.918 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.744 _exptl_absorpt_correction_T_max 0.849 _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'Siemens area detector' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'negligible' _diffrn_reflns_number 4032 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 28.29 _reflns_number_total 4032 _reflns_number_observed 3416 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP-3' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+1.2650P] 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 'riding on atoms to which they are attached' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4032 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_obs 0.0358 _refine_ls_wR_factor_all 0.1024 _refine_ls_wR_factor_obs 0.0875 _refine_ls_goodness_of_fit_all 1.155 _refine_ls_goodness_of_fit_obs 1.077 _refine_ls_restrained_S_all 1.155 _refine_ls_restrained_S_obs 1.077 _refine_ls_shift/esd_max -2.822 _refine_ls_shift/esd_mean 0.016 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ti Ti 0.30248(2) 0.76686(6) 0.37228(2) 0.02365(12) Uani 1 d . . Cl1 Cl 0.21560(4) 0.96005(11) 0.27978(4) 0.0403(2) Uani 1 d . . Cl2 Cl 0.34337(4) 0.49460(10) 0.31444(3) 0.0356(2) Uani 1 d . . Cl3 Cl 0.40600(4) 0.98209(11) 0.42478(4) 0.0410(2) Uani 1 d . . O1 O 0.26000(9) 0.6632(2) 0.44200(8) 0.0238(3) Uani 1 d . . C1 C 0.23161(12) 0.5229(3) 0.48876(12) 0.0207(4) Uani 1 d . . C2 C 0.28579(12) 0.4579(4) 0.56297(12) 0.0223(4) Uani 1 d . . C3 C 0.25649(13) 0.3010(4) 0.60351(12) 0.0268(5) Uani 1 d . . H3 H 0.29109(13) 0.2520(4) 0.65257(12) 0.050 Uiso 1 calc R . C4 C 0.17905(14) 0.2134(4) 0.57531(13) 0.0287(5) Uani 1 d . . C5 C 0.12676(13) 0.2940(4) 0.50478(13) 0.0262(5) Uani 1 d . . H5 H 0.07320(13) 0.2400(4) 0.48649(13) 0.050 Uiso 1 calc R . C6 C 0.15023(12) 0.4512(3) 0.46010(12) 0.0219(4) Uani 1 d . . C7 C 0.1517(2) 0.0344(5) 0.6194(2) 0.0426(6) Uani 1 d . . H71 H 0.0960(2) -0.0061(5) 0.5908(2) 0.050 Uiso 1 calc R . H72 H 0.1548(2) 0.0859(5) 0.6717(2) 0.050 Uiso 1 calc R . H73 H 0.1869(2) -0.0918(5) 0.6241(2) 0.050 Uiso 1 calc R . C8 C 0.37198(13) 0.5528(4) 0.59923(12) 0.0257(5) Uani 1 d . . C9 C 0.42719(13) 0.4871(4) 0.55035(14) 0.0304(5) Uani 1 d . . H91 H 0.48109(13) 0.5484(4) 0.57420(14) 0.050 Uiso 1 calc R . H92 H 0.40438(13) 0.5423(4) 0.49691(14) 0.050 Uiso 1 calc R . H93 H 0.43098(13) 0.3291(4) 0.54905(14) 0.050 Uiso 1 calc R . C10 C 0.4135(2) 0.4655(5) 0.68353(14) 0.0377(6) Uani 1 d . . H101 H 0.3808(2) 0.5032(5) 0.71693(14) 0.050 Uiso 1 calc R . H102 H 0.4671(2) 0.5305(5) 0.70480(14) 0.050 Uiso 1 calc R . H103 H 0.4187(2) 0.3079(5) 0.68184(14) 0.050 Uiso 1 calc R . C11 C 0.3670(2) 0.8023(4) 0.60693(14) 0.0345(5) Uani 1 d . . H111 H 0.3317(2) 0.8374(4) 0.63805(14) 0.050 Uiso 1 calc R . H112 H 0.3452(2) 0.8666(4) 0.55480(14) 0.050 Uiso 1 calc R . H113 H 0.4211(2) 0.8602(4) 0.63281(14) 0.050 Uiso 1 calc R . C12 C 0.08790(13) 0.5412(4) 0.38453(12) 0.0245(4) Uani 1 d . . C13 C 0.00186(13) 0.4510(4) 0.37203(14) 0.0342(5) Uani 1 d . . H131 H 0.00255(13) 0.2932(4) 0.36742(14) 0.050 Uiso 1 calc R . H132 H -0.03543(13) 0.5123(4) 0.32407(14) 0.050 Uiso 1 calc R . H133 H -0.01586(13) 0.4905(4) 0.41670(14) 0.050 Uiso 1 calc R . C14 C 0.11057(14) 0.4733(4) 0.31103(13) 0.0302(5) Uani 1 d . . H141 H 0.16477(14) 0.5263(4) 0.31580(13) 0.050 Uiso 1 calc R . H142 H 0.07167(14) 0.5355(4) 0.26421(13) 0.050 Uiso 1 calc R . H143 H 0.10957(14) 0.3153(4) 0.30674(13) 0.050 Uiso 1 calc R . C15 C 0.08189(14) 0.7906(4) 0.39130(14) 0.0316(5) Uani 1 d . . H151 H 0.13507(14) 0.8554(4) 0.39935(14) 0.050 Uiso 1 calc R . H152 H 0.06316(14) 0.8258(4) 0.43573(14) 0.050 Uiso 1 calc R . H153 H 0.04364(14) 0.8479(4) 0.34311(14) 0.050 Uiso 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 Ti 0.0237(2) 0.0261(2) 0.0196(2) 0.00309(15) 0.00467(14) -0.0012(2) Cl1 0.0359(3) 0.0443(4) 0.0362(3) 0.0174(3) 0.0048(2) 0.0055(3) Cl2 0.0391(3) 0.0398(3) 0.0279(3) -0.0030(2) 0.0106(2) 0.0048(2) Cl3 0.0376(3) 0.0398(3) 0.0397(3) 0.0010(3) 0.0037(3) -0.0140(3) O1 0.0239(7) 0.0279(8) 0.0180(7) 0.0013(6) 0.0044(6) -0.0006(6) C1 0.0237(10) 0.0219(10) 0.0170(9) 0.0012(8) 0.0071(8) 0.0019(8) C2 0.0232(10) 0.0271(10) 0.0163(9) -0.0014(8) 0.0056(8) 0.0033(8) C3 0.0280(11) 0.0340(12) 0.0180(10) 0.0038(9) 0.0065(8) 0.0042(9) C4 0.0312(11) 0.0329(12) 0.0237(10) 0.0030(9) 0.0112(9) 0.0014(9) C5 0.0234(10) 0.0318(12) 0.0240(10) -0.0007(9) 0.0082(8) -0.0008(9) C6 0.0217(10) 0.0250(10) 0.0178(10) -0.0024(8) 0.0046(8) 0.0016(8) C7 0.0375(14) 0.054(2) 0.0361(14) 0.0175(12) 0.0116(11) -0.0034(12) C8 0.0237(10) 0.0334(12) 0.0178(10) -0.0012(9) 0.0032(8) 0.0018(9) C9 0.0233(10) 0.0411(13) 0.0259(11) -0.0027(10) 0.0066(8) 0.0045(9) C10 0.0313(12) 0.055(2) 0.0201(11) 0.0024(10) -0.0017(9) -0.0007(11) C11 0.0359(12) 0.0363(13) 0.0281(12) -0.0092(10) 0.0056(10) -0.0028(10) C12 0.0219(10) 0.0292(11) 0.0188(10) 0.0010(8) 0.0015(8) 0.0020(8) C13 0.0229(11) 0.0465(15) 0.0290(12) 0.0000(10) 0.0023(9) -0.0014(10) C14 0.0319(12) 0.0363(13) 0.0194(10) -0.0035(9) 0.0037(9) -0.0013(10) C15 0.0289(11) 0.0329(12) 0.0296(12) 0.0010(10) 0.0045(9) 0.0074(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 Ti O1 1.7503(15) . ? Ti Cl3 2.1822(8) . ? Ti Cl2 2.1913(8) . ? Ti Cl1 2.1945(9) . ? O1 C1 1.390(2) . ? C1 C6 1.408(3) . ? C1 C2 1.417(3) . ? C2 C3 1.391(3) . ? C2 C8 1.539(3) . ? C3 C4 1.382(3) . ? C4 C5 1.388(3) . ? C4 C7 1.509(3) . ? C5 C6 1.389(3) . ? C6 C12 1.538(3) . ? C8 C9 1.535(3) . ? C8 C11 1.539(3) . ? C8 C10 1.543(3) . ? C12 C13 1.536(3) . ? C12 C15 1.538(3) . ? C12 C14 1.539(3) . ? 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 Ti Cl3 112.66(6) . . ? O1 Ti Cl2 109.18(6) . . ? Cl3 Ti Cl2 108.57(3) . . ? O1 Ti Cl1 112.84(5) . . ? Cl3 Ti Cl1 105.78(4) . . ? Cl2 Ti Cl1 107.58(3) . . ? C1 O1 Ti 163.08(14) . . ? O1 C1 C6 118.5(2) . . ? O1 C1 C2 118.6(2) . . ? C6 C1 C2 122.9(2) . . ? C3 C2 C1 116.0(2) . . ? C3 C2 C8 120.4(2) . . ? C1 C2 C8 123.7(2) . . ? C4 C3 C2 123.3(2) . . ? C3 C4 C5 118.2(2) . . ? C3 C4 C7 121.2(2) . . ? C5 C4 C7 120.6(2) . . ? C4 C5 C6 122.8(2) . . ? C5 C6 C1 116.6(2) . . ? C5 C6 C12 120.0(2) . . ? C1 C6 C12 123.4(2) . . ? C9 C8 C2 110.8(2) . . ? C9 C8 C11 111.9(2) . . ? C2 C8 C11 109.8(2) . . ? C9 C8 C10 106.3(2) . . ? C2 C8 C10 111.7(2) . . ? C11 C8 C10 106.2(2) . . ? C13 C12 C15 106.4(2) . . ? C13 C12 C6 112.2(2) . . ? C15 C12 C6 109.4(2) . . ? C13 C12 C14 105.9(2) . . ? C15 C12 C14 112.1(2) . . ? C6 C12 C14 110.7(2) . . ? _refine_diff_density_max 0.436 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.070