# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Lee, Bun Yeoul' _publ_contact_author_email bunyeoul@ajou.ac.kr _publ_section_title ; Preparation of Half-Metallocenes of Thiophene-Fused and Tetrahydroquinoline-Linked Cyclopentadienyl Ligands for Ethylene/\"i-Olefin Copolymerization ; loop_ _publ_author_name B.Y.Lee J.H.Park S.H.Do A.Cyriac H.Yun # Attachment '- 12.cif' data_l2 _database_code_depnum_ccdc_archive 'CCDC 781702' #TrackingRef '- 12.cif' _audit_update_record ; 2010-05-05 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H27 N S Ti' _chemical_formula_weight 385.41 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' Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7310(4) _cell_length_b 11.6353(5) _cell_length_c 17.0698(6) _cell_angle_alpha 98.7600(11) _cell_angle_beta 109.4252(9) _cell_angle_gamma 92.1032(12) _cell_volume 1977.80(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 13696 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.542 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_measurement_device_type 'Rigaku R-axis Rapid' _diffrn_measurement_method \w _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17028 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7725 _reflns_number_gt 5606 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0916P)^2^+1.2252P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7725 _refine_ls_number_parameters 481 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0772 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1538 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_restrained_S_all 1.134 _refine_ls_shift/su_max 0.464 _refine_ls_shift/su_mean 0.009 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 0.77623(6) 0.76290(5) 0.45875(3) 0.02599(17) Uani 1 1 d . . . Ti2 Ti 1.04011(6) 0.24026(6) 0.13453(4) 0.03031(18) Uani 1 1 d . . . S3 S 1.21747(9) 0.52655(8) 0.24085(5) 0.0319(2) Uani 1 1 d . . . S4 S 0.43074(8) 0.80871(9) 0.40976(6) 0.0353(2) Uani 1 1 d . . . N1 N 0.7819(3) 0.8301(2) 0.36286(16) 0.0271(6) Uani 1 1 d . . . N2 N 1.1971(3) 0.1570(3) 0.16583(18) 0.0344(7) Uani 1 1 d . . . C4 C 0.5925(3) 0.6612(3) 0.4781(2) 0.0292(7) Uani 1 1 d . . . C21 C 0.9700(3) 0.7137(3) 0.5096(2) 0.0356(8) Uani 1 1 d . . . H21A H 0.9843 0.6511 0.4708 0.053 Uiso 1 1 calc R . . H21B H 0.9806 0.6883 0.5622 0.053 Uiso 1 1 calc R . . H21C H 1.0331 0.7794 0.5189 0.053 Uiso 1 1 calc R . . C12 C 0.7104(3) 0.8403(3) 0.2107(2) 0.0315(8) Uani 1 1 d . . . C27 C 1.1515(3) 0.4273(3) 0.1472(2) 0.0272(7) Uani 1 1 d . . . C6 C 0.4457(3) 0.7831(3) 0.5119(2) 0.0351(8) Uani 1 1 d . . . C24 C 1.0824(3) 0.3029(3) 0.0213(2) 0.0303(7) Uani 1 1 d . . . C13 C 0.6990(3) 0.7919(3) 0.2785(2) 0.0282(7) Uani 1 1 d . . . C3 C 0.6840(3) 0.5791(3) 0.4666(2) 0.0288(7) Uani 1 1 d . . . C7 C 0.5335(3) 0.7055(3) 0.5403(2) 0.0308(8) Uani 1 1 d . . . C28 C 1.0604(4) 0.5796(3) 0.2265(2) 0.0331(8) Uani 1 1 d . . . C25 C 0.9699(3) 0.3575(3) 0.0287(2) 0.0308(7) Uani 1 1 d . . . C16 C 0.8127(4) 0.9400(3) 0.2260(2) 0.0347(8) Uani 1 1 d . . . H16A H 0.7789 0.9914 0.1856 0.042 Uiso 1 1 calc R . . H16B H 0.8920 0.9104 0.2185 0.042 Uiso 1 1 calc R . . C23 C 1.1956(3) 0.3431(3) 0.0957(2) 0.0299(7) Uani 1 1 d . . . C42 C 0.8339(4) 0.3426(4) -0.0367(2) 0.0392(9) Uani 1 1 d . . . H42A H 0.7763 0.3896 -0.0158 0.059 Uiso 1 1 calc R . . H42B H 0.7996 0.2620 -0.0492 0.059 Uiso 1 1 calc R . . H42C H 0.8387 0.3665 -0.0871 0.059 Uiso 1 1 calc R . . C26 C 1.0142(3) 0.4366(3) 0.1074(2) 0.0295(7) Uani 1 1 d . . . C1 C 0.6017(3) 0.6585(3) 0.3437(2) 0.0299(7) Uani 1 1 d . . . C41 C 1.0838(4) 0.2117(4) -0.0504(2) 0.0391(9) Uani 1 1 d . . . H41A H 1.1722 0.1888 -0.0399 0.059 Uiso 1 1 calc R . . H41B H 1.0555 0.2429 -0.1018 0.059 Uiso 1 1 calc R . . H41C H 1.0247 0.1449 -0.0554 0.059 Uiso 1 1 calc R . . C5 C 0.5434(3) 0.7085(3) 0.4031(2) 0.0287(7) Uani 1 1 d . . . C19 C 0.7628(4) 0.4977(3) 0.3413(2) 0.0387(8) Uani 1 1 d . . . H19A H 0.8119 0.4499 0.3799 0.058 Uiso 1 1 calc R . . H19B H 0.8232 0.5447 0.3258 0.058 Uiso 1 1 calc R . . H19C H 0.7026 0.4487 0.2918 0.058 Uiso 1 1 calc R . . C2 C 0.6854(3) 0.5761(3) 0.3832(2) 0.0306(7) Uani 1 1 d . . . C22 C 0.7703(4) 0.8978(3) 0.5532(2) 0.0350(8) Uani 1 1 d . . . H22A H 0.6847 0.9273 0.5368 0.053 Uiso 1 1 calc R . . H22B H 0.8376 0.9595 0.5613 0.053 Uiso 1 1 calc R . . H22C H 0.7859 0.8685 0.6049 0.053 Uiso 1 1 calc R . . C40 C 0.8187(4) 0.5444(4) 0.1297(2) 0.0408(9) Uani 1 1 d . . . H40A H 0.7711 0.4944 0.0771 0.061 Uiso 1 1 calc R . . H40B H 0.8088 0.6245 0.1233 0.061 Uiso 1 1 calc R . . H40C H 0.7838 0.5273 0.1721 0.061 Uiso 1 1 calc R . . C9 C 0.5152(3) 0.6565(4) 0.1852(2) 0.0368(8) Uani 1 1 d . . . H9 H 0.4504 0.5961 0.1768 0.044 Uiso 1 1 calc R . . C10 C 0.5258(4) 0.7027(4) 0.1167(2) 0.0407(9) Uani 1 1 d . . . H10 H 0.4687 0.6727 0.0624 0.049 Uiso 1 1 calc R . . C34 C 1.4278(4) 0.1211(4) 0.1747(2) 0.0430(9) Uani 1 1 d . . . C20 C 0.7562(4) 0.5027(3) 0.5281(2) 0.0390(8) Uani 1 1 d . . . H20A H 0.7383 0.5224 0.5798 0.058 Uiso 1 1 calc R . . H20B H 0.8499 0.5151 0.5393 0.058 Uiso 1 1 calc R . . H20C H 0.7262 0.4222 0.5043 0.058 Uiso 1 1 calc R . . C39 C 1.0525(4) 0.6755(4) 0.2936(3) 0.0435(9) Uani 1 1 d . . . H39A H 1.1387 0.6960 0.3359 0.065 Uiso 1 1 calc R . . H39B H 0.9915 0.6495 0.3190 0.065 Uiso 1 1 calc R . . H39C H 1.0221 0.7426 0.2688 0.065 Uiso 1 1 calc R . . C29 C 0.9634(3) 0.5242(3) 0.1559(2) 0.0321(8) Uani 1 1 d . . . C32 C 1.5457(4) 0.2608(4) 0.1269(3) 0.0519(11) Uani 1 1 d . . . H32 H 1.6228 0.2851 0.1182 0.062 Uiso 1 1 calc R . . C30 C 1.3212(3) 0.2862(3) 0.1186(2) 0.0331(8) Uani 1 1 d . . . C8 C 0.6016(3) 0.7008(3) 0.2662(2) 0.0319(8) Uani 1 1 d . . . C14 C 0.8868(4) 0.9246(3) 0.3780(2) 0.0337(8) Uani 1 1 d . . . H14A H 0.9663 0.8905 0.3744 0.040 Uiso 1 1 calc R . . H14B H 0.9078 0.9681 0.4346 0.040 Uiso 1 1 calc R . . C18 C 0.5675(4) 0.6673(3) 0.6246(2) 0.0360(8) Uani 1 1 d . . . H18A H 0.6320 0.6113 0.6291 0.054 Uiso 1 1 calc R . . H18B H 0.4889 0.6323 0.6298 0.054 Uiso 1 1 calc R . . H18C H 0.6034 0.7338 0.6687 0.054 Uiso 1 1 calc R . . C44 C 0.9919(4) 0.2880(4) 0.2440(2) 0.0417(9) Uani 1 1 d . . . H44A H 1.0582 0.3463 0.2830 0.063 Uiso 1 1 calc R . . H44B H 0.9885 0.2206 0.2697 0.063 Uiso 1 1 calc R . . H44C H 0.9069 0.3188 0.2294 0.063 Uiso 1 1 calc R . . C33 C 1.5408(4) 0.1619(4) 0.1613(3) 0.0522(11) Uani 1 1 d . . . H33 H 1.6158 0.1211 0.1761 0.063 Uiso 1 1 calc R . . C15 C 0.8469(4) 1.0081(3) 0.3153(2) 0.0367(8) Uani 1 1 d . . . H15A H 0.9195 1.0676 0.3269 0.044 Uiso 1 1 calc R . . H15B H 0.7707 1.0464 0.3208 0.044 Uiso 1 1 calc R . . C31 C 1.4361(4) 0.3245(4) 0.1052(2) 0.0423(9) Uani 1 1 d . . . H31 H 1.4392 0.3916 0.0822 0.051 Uiso 1 1 calc R . . C43 C 0.8839(4) 0.1154(4) 0.0634(2) 0.0415(9) Uani 1 1 d . . . H43A H 0.8941 0.0865 0.0104 0.062 Uiso 1 1 calc R . . H43B H 0.8014 0.1501 0.0537 0.062 Uiso 1 1 calc R . . H43C H 0.8840 0.0520 0.0935 0.062 Uiso 1 1 calc R . . C35 C 1.3170(4) 0.1856(3) 0.1542(2) 0.0357(8) Uani 1 1 d . . . C36 C 1.1910(5) 0.0518(4) 0.2033(3) 0.0563(12) Uani 1 1 d . . . C17 C 0.3614(4) 0.8484(4) 0.5544(3) 0.0449(10) Uani 1 1 d . . . H17A H 0.3092 0.8972 0.5181 0.067 Uiso 1 1 calc R . . H17B H 0.4173 0.8959 0.6062 0.067 Uiso 1 1 calc R . . H17C H 0.3037 0.7938 0.5663 0.067 Uiso 1 1 calc R . . C11 C 0.6213(3) 0.7932(4) 0.1299(2) 0.0382(9) Uani 1 1 d . . . H11 H 0.6268 0.8240 0.0838 0.046 Uiso 1 1 calc R . . C38 C 1.4194(5) 0.0114(5) 0.2120(3) 0.0559(12) Uani 1 1 d . . . C37A C 1.2769(10) -0.0359(8) 0.1923(7) 0.052(2) Uani 0.50 1 d P . . C37B C 1.3186(10) 0.0153(10) 0.2522(7) 0.052(2) Uani 0.50 1 d P . . H37A H 0.643(9) 0.938(8) 0.698(6) 0.050 Uiso 0.50 1 d P . . H37B H 1.284(4) -0.093(4) 0.228(3) 0.050 Uiso 1 1 d . . . H37C H 0.789(9) 1.062(8) 0.875(6) 0.050 Uiso 0.50 1 d P . . H36A H 1.107(5) 0.028(4) 0.198(3) 0.050 Uiso 1 1 d . . . H36B H 1.246(5) 0.078(4) 0.285(3) 0.050 Uiso 1 1 d . . . H38A H 1.497(5) 0.004(4) 0.254(3) 0.050 Uiso 1 1 d . . . H38B H 1.433(5) -0.038(4) 0.180(3) 0.050 Uiso 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 0.0225(3) 0.0298(4) 0.0263(3) 0.0037(2) 0.0096(2) 0.0033(2) Ti2 0.0314(3) 0.0319(4) 0.0327(3) 0.0094(3) 0.0155(3) 0.0086(3) S3 0.0313(4) 0.0351(5) 0.0313(4) 0.0043(3) 0.0134(3) 0.0087(4) S4 0.0258(4) 0.0443(6) 0.0390(5) 0.0100(4) 0.0135(4) 0.0096(4) N1 0.0224(13) 0.0286(16) 0.0291(14) 0.0010(11) 0.0087(11) 0.0015(11) N2 0.0399(17) 0.0333(17) 0.0345(16) 0.0111(12) 0.0153(13) 0.0140(14) C4 0.0249(16) 0.0292(19) 0.0351(18) 0.0051(14) 0.0127(14) -0.0005(14) C21 0.0292(18) 0.045(2) 0.0347(19) 0.0075(15) 0.0124(15) 0.0083(16) C12 0.0273(17) 0.041(2) 0.0316(18) 0.0070(14) 0.0158(14) 0.0149(15) C27 0.0263(16) 0.0297(19) 0.0292(17) 0.0085(13) 0.0122(13) 0.0050(14) C6 0.0260(17) 0.040(2) 0.043(2) 0.0065(16) 0.0179(15) 0.0023(15) C24 0.0347(18) 0.0298(19) 0.0315(17) 0.0071(13) 0.0173(14) 0.0022(15) C13 0.0228(16) 0.035(2) 0.0278(17) 0.0025(13) 0.0103(13) 0.0093(14) C3 0.0277(17) 0.0244(18) 0.0359(18) 0.0043(13) 0.0137(14) 0.0009(13) C7 0.0249(16) 0.037(2) 0.0328(18) 0.0046(14) 0.0142(14) -0.0019(14) C28 0.0379(19) 0.032(2) 0.0385(19) 0.0113(15) 0.0219(16) 0.0133(16) C25 0.0313(18) 0.033(2) 0.0324(18) 0.0135(14) 0.0135(14) 0.0071(15) C16 0.040(2) 0.033(2) 0.041(2) 0.0140(15) 0.0233(16) 0.0121(16) C23 0.0294(17) 0.0317(19) 0.0330(18) 0.0069(14) 0.0153(14) 0.0070(14) C42 0.0336(19) 0.041(2) 0.041(2) 0.0122(16) 0.0081(16) 0.0057(16) C26 0.0302(17) 0.0318(19) 0.0312(17) 0.0111(14) 0.0138(14) 0.0076(14) C1 0.0235(16) 0.035(2) 0.0273(17) -0.0019(13) 0.0079(13) -0.0053(14) C41 0.044(2) 0.041(2) 0.0326(19) 0.0032(15) 0.0147(16) 0.0032(17) C5 0.0219(15) 0.0319(19) 0.0320(17) 0.0050(14) 0.0092(13) 0.0017(14) C19 0.040(2) 0.037(2) 0.041(2) 0.0011(15) 0.0185(16) 0.0069(17) C2 0.0271(17) 0.032(2) 0.0328(18) 0.0021(14) 0.0120(14) 0.0006(14) C22 0.0315(18) 0.037(2) 0.0376(19) 0.0045(15) 0.0145(15) 0.0015(15) C40 0.034(2) 0.043(2) 0.051(2) 0.0110(17) 0.0196(17) 0.0152(17) C9 0.0255(17) 0.050(2) 0.0322(19) 0.0009(16) 0.0090(14) 0.0016(16) C10 0.0249(17) 0.067(3) 0.0300(19) 0.0057(17) 0.0096(14) 0.0095(18) C34 0.041(2) 0.040(2) 0.047(2) 0.0063(17) 0.0126(17) 0.0184(18) C20 0.044(2) 0.032(2) 0.046(2) 0.0101(16) 0.0193(17) 0.0096(17) C39 0.048(2) 0.040(2) 0.049(2) 0.0017(17) 0.0259(19) 0.0123(18) C29 0.0323(18) 0.033(2) 0.0395(19) 0.0127(15) 0.0200(15) 0.0115(15) C32 0.031(2) 0.059(3) 0.070(3) 0.005(2) 0.025(2) 0.0099(19) C30 0.0321(18) 0.034(2) 0.0324(18) -0.0006(14) 0.0125(14) 0.0106(15) C8 0.0262(17) 0.039(2) 0.0330(18) 0.0043(14) 0.0137(14) 0.0094(15) C14 0.0318(18) 0.034(2) 0.0369(19) 0.0044(15) 0.0156(15) -0.0016(15) C18 0.0376(19) 0.042(2) 0.0346(19) 0.0089(15) 0.0188(15) 0.0029(16) C44 0.052(2) 0.040(2) 0.044(2) 0.0143(17) 0.0277(18) 0.0099(18) C33 0.038(2) 0.050(3) 0.068(3) 0.007(2) 0.018(2) 0.019(2) C15 0.041(2) 0.033(2) 0.042(2) 0.0078(15) 0.0215(16) 0.0058(16) C31 0.036(2) 0.043(2) 0.048(2) -0.0004(17) 0.0183(17) 0.0066(17) C43 0.047(2) 0.039(2) 0.046(2) 0.0176(17) 0.0201(18) 0.0034(18) C35 0.0371(19) 0.032(2) 0.0347(19) -0.0005(14) 0.0104(15) 0.0084(16) C36 0.053(3) 0.048(3) 0.081(3) 0.037(2) 0.028(2) 0.018(2) C17 0.036(2) 0.057(3) 0.050(2) 0.0097(19) 0.0247(18) 0.0138(19) C11 0.0270(18) 0.061(3) 0.0329(19) 0.0118(17) 0.0156(15) 0.0184(18) C38 0.056(3) 0.048(3) 0.063(3) 0.012(2) 0.016(2) 0.029(2) C37A 0.069(6) 0.035(5) 0.061(6) 0.026(5) 0.023(5) 0.024(4) C37B 0.061(6) 0.054(6) 0.051(6) 0.021(5) 0.021(5) 0.029(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 N1 1.936(3) . ? Ti1 C22 2.091(4) . ? Ti1 C21 2.107(3) . ? Ti1 C2 2.343(4) . ? Ti1 C1 2.346(3) . ? Ti1 C3 2.364(3) . ? Ti1 C5 2.380(3) . ? Ti1 C4 2.404(3) . ? Ti2 N2 1.934(3) . ? Ti2 C43 2.079(4) . ? Ti2 C44 2.102(4) . ? Ti2 C24 2.337(3) . ? Ti2 C23 2.342(3) . ? Ti2 C25 2.369(3) . ? Ti2 C27 2.389(3) . ? Ti2 C26 2.406(4) . ? S3 C27 1.737(3) . ? S3 C28 1.769(4) . ? S4 C5 1.729(4) . ? S4 C6 1.769(4) . ? N1 C13 1.410(4) . ? N1 C14 1.474(4) . ? N2 C35 1.401(5) . ? N2 C36 1.475(5) . ? C4 C5 1.418(5) . ? C4 C3 1.434(5) . ? C4 C7 1.448(5) . ? C12 C13 1.400(5) . ? C12 C11 1.404(5) . ? C12 C16 1.497(5) . ? C27 C23 1.414(5) . ? C27 C26 1.418(5) . ? C6 C7 1.353(5) . ? C6 C17 1.497(5) . ? C24 C25 1.417(5) . ? C24 C23 1.434(5) . ? C24 C41 1.498(5) . ? C13 C8 1.401(5) . ? C3 C2 1.424(5) . ? C3 C20 1.513(5) . ? C7 C18 1.503(5) . ? C28 C29 1.353(5) . ? C28 C39 1.499(5) . ? C25 C26 1.430(5) . ? C25 C42 1.499(5) . ? C16 C15 1.524(5) . ? C23 C30 1.484(5) . ? C26 C29 1.452(5) . ? C1 C5 1.423(5) . ? C1 C2 1.428(5) . ? C1 C8 1.479(5) . ? C19 C2 1.512(5) . ? C40 C29 1.505(5) . ? C9 C8 1.390(5) . ? C9 C10 1.395(5) . ? C10 C11 1.381(6) . ? C34 C33 1.387(6) . ? C34 C35 1.403(5) . ? C34 C38 1.523(7) . ? C32 C33 1.376(7) . ? C32 C31 1.388(6) . ? C30 C31 1.396(5) . ? C30 C35 1.406(5) . ? C14 C15 1.521(5) . ? C36 C37A 1.433(10) . ? C36 C37B 1.464(10) . ? C38 C37B 1.460(11) . ? C38 C37A 1.515(12) . ? C37A C37B 1.045(14) . ? 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 N1 Ti1 C22 108.51(13) . . ? N1 Ti1 C21 103.20(13) . . ? C22 Ti1 C21 102.00(15) . . ? N1 Ti1 C2 96.42(12) . . ? C22 Ti1 C2 145.55(13) . . ? C21 Ti1 C2 94.75(14) . . ? N1 Ti1 C1 75.20(12) . . ? C22 Ti1 C1 129.49(13) . . ? C21 Ti1 C1 126.82(14) . . ? C2 Ti1 C1 35.45(12) . . ? N1 Ti1 C3 131.10(12) . . ? C22 Ti1 C3 113.85(13) . . ? C21 Ti1 C3 91.03(14) . . ? C2 Ti1 C3 35.21(11) . . ? C1 Ti1 C3 59.44(12) . . ? N1 Ti1 C5 95.01(11) . . ? C22 Ti1 C5 96.02(13) . . ? C21 Ti1 C5 148.61(14) . . ? C2 Ti1 C5 57.52(12) . . ? C1 Ti1 C5 35.05(11) . . ? C3 Ti1 C5 58.01(12) . . ? N1 Ti1 C4 129.20(11) . . ? C22 Ti1 C4 87.84(13) . . ? C21 Ti1 C4 120.38(14) . . ? C2 Ti1 C4 57.77(12) . . ? C1 Ti1 C4 58.62(11) . . ? C3 Ti1 C4 34.99(12) . . ? C5 Ti1 C4 34.47(11) . . ? N2 Ti2 C43 106.14(15) . . ? N2 Ti2 C44 107.00(14) . . ? C43 Ti2 C44 101.22(16) . . ? N2 Ti2 C24 94.38(13) . . ? C43 Ti2 C24 97.02(13) . . ? C44 Ti2 C24 146.52(15) . . ? N2 Ti2 C23 75.14(13) . . ? C43 Ti2 C23 130.94(13) . . ? C44 Ti2 C23 125.86(15) . . ? C24 Ti2 C23 35.71(12) . . ? N2 Ti2 C25 129.23(12) . . ? C43 Ti2 C25 89.33(14) . . ? C44 Ti2 C25 117.08(14) . . ? C24 Ti2 C25 35.06(12) . . ? C23 Ti2 C25 59.38(12) . . ? N2 Ti2 C27 96.83(13) . . ? C43 Ti2 C27 147.23(13) . . ? C44 Ti2 C27 93.82(14) . . ? C24 Ti2 C27 57.52(12) . . ? C23 Ti2 C27 34.78(12) . . ? C25 Ti2 C27 57.92(11) . . ? N2 Ti2 C26 130.53(13) . . ? C43 Ti2 C26 116.27(14) . . ? C44 Ti2 C26 89.11(14) . . ? C24 Ti2 C26 57.55(12) . . ? C23 Ti2 C26 58.33(12) . . ? C25 Ti2 C26 34.84(12) . . ? C27 Ti2 C26 34.41(11) . . ? C27 S3 C28 90.57(16) . . ? C5 S4 C6 90.54(17) . . ? C13 N1 C14 116.7(3) . . ? C13 N1 Ti1 125.6(2) . . ? C14 N1 Ti1 117.6(2) . . ? C35 N2 C36 116.0(3) . . ? C35 N2 Ti2 126.0(2) . . ? C36 N2 Ti2 118.0(3) . . ? C5 C4 C3 107.6(3) . . ? C5 C4 C7 112.7(3) . . ? C3 C4 C7 139.6(3) . . ? C5 C4 Ti1 71.85(19) . . ? C3 C4 Ti1 70.98(19) . . ? C7 C4 Ti1 123.7(2) . . ? C13 C12 C11 117.3(3) . . ? C13 C12 C16 120.1(3) . . ? C11 C12 C16 122.6(3) . . ? C23 C27 C26 109.6(3) . . ? C23 C27 S3 138.7(3) . . ? C26 C27 S3 111.6(3) . . ? C23 C27 Ti2 70.8(2) . . ? C26 C27 Ti2 73.5(2) . . ? S3 C27 Ti2 124.37(16) . . ? C7 C6 C17 129.2(3) . . ? C7 C6 S4 114.0(3) . . ? C17 C6 S4 116.9(3) . . ? C25 C24 C23 109.8(3) . . ? C25 C24 C41 126.0(3) . . ? C23 C24 C41 124.1(3) . . ? C25 C24 Ti2 73.71(18) . . ? C23 C24 Ti2 72.34(18) . . ? C41 C24 Ti2 117.8(2) . . ? C12 C13 C8 121.3(3) . . ? C12 C13 N1 123.5(3) . . ? C8 C13 N1 115.2(3) . . ? C2 C3 C4 106.8(3) . . ? C2 C3 C20 126.3(3) . . ? C4 C3 C20 126.7(3) . . ? C2 C3 Ti1 71.6(2) . . ? C4 C3 Ti1 74.02(19) . . ? C20 C3 Ti1 123.5(2) . . ? C6 C7 C4 111.2(3) . . ? C6 C7 C18 125.9(3) . . ? C4 C7 C18 122.9(3) . . ? C29 C28 C39 129.5(3) . . ? C29 C28 S3 113.8(3) . . ? C39 C28 S3 116.7(3) . . ? C24 C25 C26 106.7(3) . . ? C24 C25 C42 126.4(3) . . ? C26 C25 C42 126.7(3) . . ? C24 C25 Ti2 71.23(19) . . ? C26 C25 Ti2 74.02(19) . . ? C42 C25 Ti2 123.8(2) . . ? C12 C16 C15 110.1(3) . . ? C27 C23 C24 105.9(3) . . ? C27 C23 C30 128.5(3) . . ? C24 C23 C30 124.3(3) . . ? C27 C23 Ti2 74.4(2) . . ? C24 C23 Ti2 71.95(19) . . ? C30 C23 Ti2 108.8(2) . . ? C27 C26 C25 107.9(3) . . ? C27 C26 C29 112.4(3) . . ? C25 C26 C29 139.6(3) . . ? C27 C26 Ti2 72.1(2) . . ? C25 C26 Ti2 71.14(19) . . ? C29 C26 Ti2 123.6(2) . . ? C5 C1 C2 105.7(3) . . ? C5 C1 C8 127.3(3) . . ? C2 C1 C8 125.6(3) . . ? C5 C1 Ti1 73.80(19) . . ? C2 C1 Ti1 72.19(19) . . ? C8 C1 Ti1 108.7(2) . . ? C4 C5 C1 109.9(3) . . ? C4 C5 S4 111.6(3) . . ? C1 C5 S4 138.5(3) . . ? C4 C5 Ti1 73.69(18) . . ? C1 C5 Ti1 71.16(18) . . ? S4 C5 Ti1 121.44(18) . . ? C3 C2 C1 109.9(3) . . ? C3 C2 C19 125.8(3) . . ? C1 C2 C19 124.3(3) . . ? C3 C2 Ti1 73.19(19) . . ? C1 C2 Ti1 72.36(19) . . ? C19 C2 Ti1 121.2(2) . . ? C8 C9 C10 119.9(4) . . ? C11 C10 C9 119.7(3) . . ? C33 C34 C35 118.1(4) . . ? C33 C34 C38 123.2(4) . . ? C35 C34 C38 118.7(4) . . ? C28 C29 C26 111.6(3) . . ? C28 C29 C40 126.1(3) . . ? C26 C29 C40 122.3(3) . . ? C33 C32 C31 120.4(4) . . ? C31 C30 C35 120.6(3) . . ? C31 C30 C23 124.7(3) . . ? C35 C30 C23 114.7(3) . . ? C9 C8 C13 119.7(3) . . ? C9 C8 C1 125.1(3) . . ? C13 C8 C1 115.2(3) . . ? N1 C14 C15 112.7(3) . . ? C32 C33 C34 122.1(4) . . ? C14 C15 C16 109.3(3) . . ? C32 C31 C30 118.9(4) . . ? N2 C35 C34 124.8(4) . . ? N2 C35 C30 115.3(3) . . ? C34 C35 C30 119.9(4) . . ? C37A C36 C37B 42.3(6) . . ? C37A C36 N2 117.3(5) . . ? C37B C36 N2 116.1(6) . . ? C10 C11 C12 122.0(3) . . ? C37B C38 C37A 41.1(6) . . ? C37B C38 C34 111.3(5) . . ? C37A C38 C34 111.7(5) . . ? C37B C37A C36 70.5(8) . . ? C37B C37A C38 66.6(8) . . ? C36 C37A C38 114.0(7) . . ? C37A C37B C38 72.3(8) . . ? C37A C37B C36 67.3(8) . . ? C38 C37B C36 115.5(7) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.485 _refine_diff_density_min -0.642 _refine_diff_density_rms 0.085 # Attachment '- 14.cif' data_l4 _database_code_depnum_ccdc_archive 'CCDC 781703' #TrackingRef '- 14.cif' _audit_update_record ; 2010-05-05 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H29 N S Ti' _chemical_formula_weight 399.43 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' S S 0.1246 0.1234 '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 P21/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 9.1869(7) _cell_length_b 12.7523(9) _cell_length_c 18.1046(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.987(2) _cell_angle_gamma 90.00 _cell_volume 2095.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 10272 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.514 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_measurement_device_type 'Rigaku R-axis Rapid' _diffrn_measurement_method \w _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19897 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.0712 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4799 _reflns_number_gt 2992 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0491P)^2^+1.6470P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4799 _refine_ls_number_parameters 351 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0566 _refine_ls_wR_factor_ref 0.1374 _refine_ls_wR_factor_gt 0.1124 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.003 _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 0.77490(7) 0.25541(5) 0.09108(3) 0.03592(18) Uani 1 1 d . . . S1 S 0.77607(9) -0.02396(6) 0.05199(5) 0.0365(2) Uani 1 1 d . . . N1 N 0.8799(3) 0.2391(2) 0.19163(14) 0.0344(6) Uani 1 1 d . . . C22 C 0.7343(6) 0.4164(3) 0.0723(3) 0.0551(11) Uani 1 1 d . . . C4 C 0.6063(3) 0.1378(2) 0.01619(17) 0.0312(7) Uani 1 1 d . . . C7 C 0.6345(3) 0.0939(3) -0.05361(17) 0.0349(7) Uani 1 1 d . . . C5 C 0.6772(3) 0.0812(2) 0.07871(17) 0.0303(7) Uani 1 1 d . . . C13 C 0.8454(4) 0.1667(2) 0.24473(17) 0.0348(7) Uani 1 1 d . . . C19 C 0.5777(5) 0.1432(4) -0.1281(2) 0.0455(9) Uani 1 1 d . . . C2 C 0.5457(4) 0.2115(3) 0.12264(18) 0.0377(8) Uani 1 1 d . . . C8 C 0.7177(4) 0.1071(2) 0.22321(17) 0.0339(7) Uani 1 1 d . . . C6 C 0.7200(3) 0.0077(3) -0.04332(17) 0.0353(7) Uani 1 1 d . . . C10 C 0.7514(4) 0.0248(3) 0.34401(19) 0.0467(9) Uani 1 1 d . . . C1 C 0.6432(4) 0.1271(3) 0.14539(18) 0.0354(7) Uani 1 1 d . . . C9 C 0.6708(4) 0.0376(3) 0.27291(19) 0.0435(9) Uani 1 1 d . . . C18 C 0.7771(4) -0.0590(3) -0.1000(2) 0.0433(9) Uani 1 1 d . . . C11 C 0.8804(4) 0.0798(3) 0.3634(2) 0.0438(9) Uani 1 1 d . . . C16 C 1.0777(4) 0.2057(4) 0.3360(2) 0.0491(9) Uani 1 1 d . . . C12 C 0.9318(4) 0.1513(3) 0.31586(18) 0.0383(8) Uani 1 1 d . . . C3 C 0.5240(4) 0.2209(3) 0.04374(19) 0.0384(8) Uani 1 1 d . . . C14 C 1.0025(4) 0.3120(3) 0.2183(2) 0.0413(8) Uani 1 1 d . . . C17 C 0.9494(5) 0.4019(3) 0.2623(2) 0.0553(11) Uani 1 1 d . . . C15 C 1.1289(4) 0.2520(4) 0.2664(2) 0.0523(10) Uani 1 1 d . . . C21 C 0.4220(5) 0.2965(4) -0.0022(3) 0.0526(10) Uani 1 1 d . . . C23 C 0.9240(5) 0.2284(3) 0.0162(2) 0.0479(9) Uani 1 1 d . . . C20 C 0.4824(5) 0.2823(4) 0.1757(3) 0.0524(11) Uani 1 1 d . . . H16A H 1.058(3) 0.266(2) 0.3704(18) 0.031(8) Uiso 1 1 d . . . H23A H 1.008(5) 0.269(3) 0.032(2) 0.060(12) Uiso 1 1 d . . . H19B H 0.470(4) 0.151(3) -0.1360(19) 0.048(10) Uiso 1 1 d . . . H18B H 0.714(5) -0.050(3) -0.148(2) 0.067(12) Uiso 1 1 d . . . H18A H 0.770(4) -0.131(3) -0.0892(17) 0.036(9) Uiso 1 1 d . . . H22B H 0.665(5) 0.444(3) 0.102(2) 0.072(14) Uiso 1 1 d . . . H15B H 1.225(5) 0.299(4) 0.281(2) 0.085(14) Uiso 1 1 d . . . H10A H 0.722(4) -0.028(3) 0.3816(19) 0.042(9) Uiso 1 1 d . . . H23B H 0.884(5) 0.253(3) -0.029(2) 0.064(12) Uiso 1 1 d . . . H21C H 0.324(5) 0.269(3) -0.017(3) 0.077(14) Uiso 1 1 d . . . H11A H 0.927(4) 0.072(3) 0.409(2) 0.045(10) Uiso 1 1 d . . . H18C H 0.882(5) -0.041(3) -0.106(2) 0.066(12) Uiso 1 1 d . . . H17B H 0.870(4) 0.442(3) 0.226(2) 0.063(12) Uiso 1 1 d . . . H16B H 1.146(4) 0.162(3) 0.360(2) 0.057(12) Uiso 1 1 d . . . H23C H 0.953(4) 0.152(3) 0.009(2) 0.057(11) Uiso 1 1 d . . . H21A H 0.414(4) 0.360(3) 0.027(2) 0.062(12) Uiso 1 1 d . . . H14A H 1.050(4) 0.335(3) 0.176(2) 0.068(13) Uiso 1 1 d . . . H19C H 0.624(5) 0.211(4) -0.130(2) 0.067(13) Uiso 1 1 d . . . H9A H 0.583(4) 0.003(3) 0.256(2) 0.060(12) Uiso 1 1 d . . . H19A H 0.598(5) 0.102(4) -0.166(3) 0.090(17) Uiso 1 1 d . . . H17A H 1.037(5) 0.457(4) 0.284(3) 0.100(16) Uiso 1 1 d . . . H20C H 0.482(6) 0.360(5) 0.159(3) 0.12(2) Uiso 1 1 d . . . H17C H 0.919(4) 0.373(3) 0.310(2) 0.047(10) Uiso 1 1 d . . . H20B H 0.379(7) 0.279(4) 0.169(3) 0.110(19) Uiso 1 1 d . . . H22C H 0.690(5) 0.429(3) 0.021(3) 0.074(14) Uiso 1 1 d . . . H20A H 0.541(7) 0.289(5) 0.218(3) 0.12(2) Uiso 1 1 d . . . H22A H 0.825(5) 0.447(4) 0.081(3) 0.079(15) Uiso 1 1 d . . . H21B H 0.456(5) 0.319(4) -0.047(3) 0.081(16) Uiso 1 1 d . . . H15A H 1.166(4) 0.197(3) 0.230(2) 0.051(10) Uiso 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 0.0406(3) 0.0297(3) 0.0345(3) 0.0013(3) -0.0036(2) -0.0043(3) S1 0.0400(4) 0.0314(4) 0.0352(4) -0.0003(3) -0.0032(3) 0.0027(4) N1 0.0350(14) 0.0345(15) 0.0307(14) -0.0018(12) -0.0044(11) -0.0083(12) C22 0.062(3) 0.039(2) 0.059(3) 0.0025(19) -0.006(2) -0.002(2) C4 0.0285(15) 0.0294(16) 0.0323(16) 0.0016(13) -0.0063(13) -0.0024(13) C7 0.0354(17) 0.0347(18) 0.0319(17) -0.0014(14) -0.0029(14) -0.0047(15) C5 0.0288(15) 0.0273(16) 0.0320(16) -0.0016(13) -0.0039(13) -0.0009(13) C13 0.0407(18) 0.0308(17) 0.0326(17) -0.0036(13) 0.0051(15) -0.0003(14) C19 0.048(2) 0.047(2) 0.038(2) 0.0029(18) -0.0038(18) -0.001(2) C2 0.0330(17) 0.0409(19) 0.0367(18) -0.0071(15) -0.0017(15) 0.0004(15) C8 0.0378(17) 0.0290(17) 0.0340(17) -0.0033(13) 0.0027(14) -0.0032(14) C6 0.0352(16) 0.0384(19) 0.0293(16) -0.0034(14) -0.0041(14) -0.0033(15) C10 0.061(2) 0.041(2) 0.0349(18) -0.0014(16) -0.0010(17) -0.0091(19) C1 0.0366(17) 0.0319(17) 0.0355(17) -0.0038(14) -0.0016(14) -0.0048(14) C9 0.051(2) 0.044(2) 0.0333(18) -0.0028(16) -0.0015(16) -0.0133(18) C18 0.043(2) 0.045(2) 0.039(2) -0.0044(16) -0.0022(17) 0.0007(18) C11 0.056(2) 0.041(2) 0.0308(18) -0.0029(15) -0.0039(17) 0.0034(18) C16 0.048(2) 0.056(2) 0.040(2) -0.0022(19) -0.0035(18) -0.002(2) C12 0.0424(19) 0.0368(19) 0.0342(17) -0.0047(14) 0.0007(15) -0.0019(16) C3 0.0354(17) 0.0363(19) 0.0388(18) -0.0014(14) -0.0095(15) 0.0018(15) C14 0.0376(18) 0.047(2) 0.0366(19) -0.0052(16) -0.0024(16) -0.0132(17) C17 0.070(3) 0.044(2) 0.049(2) -0.0065(19) 0.004(2) -0.014(2) C15 0.0391(19) 0.068(3) 0.048(2) -0.006(2) -0.0011(17) -0.005(2) C21 0.052(2) 0.048(2) 0.051(3) -0.003(2) -0.013(2) 0.016(2) C23 0.052(2) 0.044(2) 0.045(2) 0.0039(18) 0.0000(19) -0.007(2) C20 0.047(2) 0.057(3) 0.050(2) -0.017(2) -0.003(2) 0.010(2) _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 N1 1.934(3) . ? Ti1 C23 2.100(4) . ? Ti1 C22 2.104(4) . ? Ti1 C2 2.334(3) . ? Ti1 C1 2.341(3) . ? Ti1 C3 2.371(3) . ? Ti1 C5 2.394(3) . ? Ti1 C4 2.414(3) . ? S1 C5 1.730(3) . ? S1 C6 1.769(3) . ? N1 C13 1.405(4) . ? N1 C14 1.482(4) . ? C4 C5 1.413(4) . ? C4 C3 1.436(5) . ? C4 C7 1.442(4) . ? C7 C6 1.347(4) . ? C7 C19 1.506(5) . ? C5 C1 1.419(4) . ? C13 C8 1.401(4) . ? C13 C12 1.417(4) . ? C2 C3 1.416(5) . ? C2 C1 1.420(5) . ? C2 C20 1.500(5) . ? C8 C9 1.379(5) . ? C8 C1 1.489(4) . ? C6 C18 1.490(5) . ? C10 C11 1.375(5) . ? C10 C9 1.391(5) . ? C11 C12 1.386(5) . ? C16 C12 1.503(5) . ? C16 C15 1.531(6) . ? C3 C21 1.503(5) . ? C14 C17 1.517(5) . ? C14 C15 1.542(5) . ? 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 N1 Ti1 C23 108.06(15) . . ? N1 Ti1 C22 107.87(15) . . ? C23 Ti1 C22 99.9(2) . . ? N1 Ti1 C2 94.61(11) . . ? C23 Ti1 C2 145.35(15) . . ? C22 Ti1 C2 97.45(18) . . ? N1 Ti1 C1 75.18(11) . . ? C23 Ti1 C1 126.02(14) . . ? C22 Ti1 C1 131.28(18) . . ? C2 Ti1 C1 35.36(11) . . ? N1 Ti1 C3 129.36(12) . . ? C23 Ti1 C3 115.55(15) . . ? C22 Ti1 C3 89.13(16) . . ? C2 Ti1 C3 35.02(11) . . ? C1 Ti1 C3 59.02(11) . . ? N1 Ti1 C5 96.50(11) . . ? C23 Ti1 C5 93.45(14) . . ? C22 Ti1 C5 146.70(16) . . ? C2 Ti1 C5 57.38(11) . . ? C1 Ti1 C5 34.87(10) . . ? C3 Ti1 C5 57.65(11) . . ? N1 Ti1 C4 130.09(11) . . ? C23 Ti1 C4 87.80(14) . . ? C22 Ti1 C4 115.65(15) . . ? C2 Ti1 C4 57.62(11) . . ? C1 Ti1 C4 58.22(10) . . ? C3 Ti1 C4 34.90(11) . . ? C5 Ti1 C4 34.18(10) . . ? C5 S1 C6 90.60(15) . . ? C13 N1 C14 115.5(3) . . ? C13 N1 Ti1 125.6(2) . . ? C14 N1 Ti1 118.8(2) . . ? C5 C4 C3 107.5(3) . . ? C5 C4 C7 112.3(3) . . ? C3 C4 C7 140.1(3) . . ? C5 C4 Ti1 72.11(17) . . ? C3 C4 Ti1 70.91(17) . . ? C7 C4 Ti1 123.1(2) . . ? C6 C7 C4 112.1(3) . . ? C6 C7 C19 125.3(3) . . ? C4 C7 C19 122.6(3) . . ? C4 C5 C1 109.6(3) . . ? C4 C5 S1 111.6(2) . . ? C1 C5 S1 138.8(2) . . ? C4 C5 Ti1 73.71(18) . . ? C1 C5 Ti1 70.54(18) . . ? S1 C5 Ti1 122.67(15) . . ? C8 C13 N1 115.8(3) . . ? C8 C13 C12 120.2(3) . . ? N1 C13 C12 124.0(3) . . ? C3 C2 C1 109.9(3) . . ? C3 C2 C20 126.0(3) . . ? C1 C2 C20 124.1(3) . . ? C3 C2 Ti1 73.92(19) . . ? C1 C2 Ti1 72.58(19) . . ? C20 C2 Ti1 117.8(3) . . ? C9 C8 C13 120.0(3) . . ? C9 C8 C1 125.7(3) . . ? C13 C8 C1 114.3(3) . . ? C7 C6 C18 129.1(3) . . ? C7 C6 S1 113.3(2) . . ? C18 C6 S1 117.5(3) . . ? C11 C10 C9 119.3(4) . . ? C5 C1 C2 106.2(3) . . ? C5 C1 C8 127.2(3) . . ? C2 C1 C8 125.4(3) . . ? C5 C1 Ti1 74.59(18) . . ? C2 C1 Ti1 72.06(19) . . ? C8 C1 Ti1 109.0(2) . . ? C8 C9 C10 120.3(3) . . ? C10 C11 C12 122.7(3) . . ? C12 C16 C15 110.8(3) . . ? C11 C12 C13 117.3(3) . . ? C11 C12 C16 122.0(3) . . ? C13 C12 C16 120.5(3) . . ? C2 C3 C4 106.8(3) . . ? C2 C3 C21 126.2(3) . . ? C4 C3 C21 126.7(3) . . ? C2 C3 Ti1 71.07(18) . . ? C4 C3 Ti1 74.19(17) . . ? C21 C3 Ti1 124.6(3) . . ? N1 C14 C17 110.8(3) . . ? N1 C14 C15 109.8(3) . . ? C17 C14 C15 110.8(3) . . ? C16 C15 C14 110.8(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.414 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.067 # Attachment '- 17.cif' data_l7 _database_code_depnum_ccdc_archive 'CCDC 781704' #TrackingRef '- 17.cif' _audit_update_record ; 2010-05-05 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H27 Cl2 N S Zr' _chemical_formula_weight 547.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9670 0.5600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1250 0.1230 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2571(4) _cell_length_b 12.0707(5) _cell_length_c 13.0344(5) _cell_angle_alpha 67.4605(10) _cell_angle_beta 80.9195(11) _cell_angle_gamma 85.8239(12) _cell_volume 1184.75(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 10380 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.792 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_measurement_device_type 'Rigaku R-axis Rapid' _diffrn_measurement_method \w _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11479 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5349 _reflns_number_gt 4753 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0566P)^2^+0.5381P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5349 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.1012 _refine_ls_wR_factor_gt 0.0938 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 Zr Zr 0.11336(3) 0.37381(2) 0.437915(18) 0.02150(9) Uani 1 1 d . . . Cl1 Cl -0.16817(7) 0.47130(5) 0.47151(5) 0.02578(14) Uani 1 1 d . . . Cl2 Cl 0.28150(8) 0.23945(6) 0.57379(5) 0.03109(15) Uani 1 1 d . . . N N -0.0226(2) 0.23575(18) 0.43997(17) 0.0238(4) Uani 1 1 d . . . S S -0.03625(8) 0.60425(6) 0.18049(5) 0.02813(15) Uani 1 1 d . . . C1 C 0.1424(3) 0.3710(2) 0.24768(19) 0.0241(5) Uani 1 1 d . . . C2 C 0.3016(3) 0.3440(2) 0.2836(2) 0.0255(5) Uani 1 1 d . . . C3 C 0.3609(3) 0.4457(2) 0.2953(2) 0.0258(5) Uani 1 1 d . . . C4 C 0.2413(3) 0.5396(2) 0.2608(2) 0.0242(5) Uani 1 1 d . . . C5 C 0.1086(3) 0.4930(2) 0.23276(19) 0.0232(5) Uani 1 1 d . . . C6 C 0.0827(3) 0.7122(2) 0.1953(2) 0.0293(5) Uani 1 1 d . . . C7 C 0.2244(3) 0.6674(2) 0.2374(2) 0.0272(5) Uani 1 1 d . . . C8 C 0.0326(3) 0.2818(2) 0.2435(2) 0.0253(5) Uani 1 1 d . . . C9 C 0.0127(3) 0.2638(2) 0.1474(2) 0.0299(5) Uani 1 1 d . . . C10 C -0.0933(4) 0.1758(3) 0.1550(2) 0.0336(6) Uani 1 1 d . . . C11 C -0.1785(3) 0.1067(2) 0.2580(2) 0.0301(5) Uani 1 1 d . . . C12 C -0.1615(3) 0.1223(2) 0.3561(2) 0.0259(5) Uani 1 1 d . . . C13 C -0.0526(3) 0.2104(2) 0.3482(2) 0.0227(5) Uani 1 1 d . . . C14 C -0.1071(3) 0.1606(2) 0.5510(2) 0.0269(5) Uani 1 1 d . . . C15 C -0.2756(3) 0.1210(2) 0.5449(2) 0.0291(5) Uani 1 1 d . . . C16 C -0.2567(3) 0.0509(2) 0.4679(2) 0.0292(5) Uani 1 1 d . . . C17 C 0.0158(4) 0.8370(3) 0.1615(3) 0.0380(6) Uani 1 1 d . . . C18 C 0.3565(4) 0.7380(3) 0.2505(3) 0.0342(6) Uani 1 1 d . . . C19 C 0.3918(4) 0.2276(3) 0.3021(2) 0.0313(6) Uani 1 1 d . . . C20 C 0.5243(3) 0.4540(3) 0.3289(3) 0.0329(6) Uani 1 1 d . . . C21 C 0.5702(4) 0.5862(3) 0.0241(3) 0.0460(7) Uani 1 1 d . . . C22 C 0.4131(4) 0.6039(3) -0.0047(3) 0.0428(7) Uani 1 1 d . . . C23 C 0.3430(4) 0.5183(3) -0.0291(3) 0.0442(7) Uani 1 1 d . . . C24 C 0.4916(5) 0.0620(3) 0.0700(3) 0.0455(7) Uani 1 1 d . . . C25 C 0.6286(4) -0.0055(3) 0.0571(3) 0.0469(8) Uani 1 1 d . . . C26 C 0.6374(4) -0.0682(3) -0.0126(3) 0.0458(7) Uani 1 1 d . . . H9 H 0.078(4) 0.313(3) 0.078(3) 0.034(8) Uiso 1 1 d . . . H10 H -0.107(4) 0.161(3) 0.094(3) 0.039(9) Uiso 1 1 d . . . H11 H -0.251(4) 0.051(3) 0.263(2) 0.024(7) Uiso 1 1 d . . . H14A H -0.039(4) 0.091(3) 0.582(3) 0.031(8) Uiso 1 1 d . . . H14B H -0.115(4) 0.205(3) 0.602(2) 0.027(7) Uiso 1 1 d . . . H15A H -0.331(4) 0.073(3) 0.619(3) 0.032(8) Uiso 1 1 d . . . H15B H -0.348(4) 0.194(3) 0.513(3) 0.043(9) Uiso 1 1 d . . . H16A H -0.356(4) 0.034(3) 0.458(3) 0.039(9) Uiso 1 1 d . . . H16B H -0.205(3) -0.023(3) 0.502(2) 0.020(7) Uiso 1 1 d . . . H17A H 0.001(4) 0.864(3) 0.090(3) 0.043(9) Uiso 1 1 d . . . H17B H 0.096(5) 0.893(4) 0.164(3) 0.060(11) Uiso 1 1 d . . . H17C H -0.072(6) 0.840(4) 0.208(4) 0.072(13) Uiso 1 1 d . . . H18A H 0.459(5) 0.727(4) 0.199(3) 0.065(12) Uiso 1 1 d . . . H18B H 0.380(4) 0.711(3) 0.332(3) 0.036(8) Uiso 1 1 d . . . H18C H 0.325(4) 0.821(3) 0.225(3) 0.036(8) Uiso 1 1 d . . . H19A H 0.330(4) 0.161(3) 0.303(3) 0.033(8) Uiso 1 1 d . . . H19B H 0.440(4) 0.198(3) 0.369(3) 0.039(9) Uiso 1 1 d . . . H19C H 0.478(5) 0.241(3) 0.241(3) 0.045(9) Uiso 1 1 d . . . H20A H 0.566(5) 0.384(4) 0.367(3) 0.054(11) Uiso 1 1 d . . . H20B H 0.524(5) 0.503(4) 0.371(4) 0.066(12) Uiso 1 1 d . . . H20C H 0.598(6) 0.483(4) 0.266(4) 0.071(13) Uiso 1 1 d . . . H21 H 0.619(4) 0.648(3) 0.040(3) 0.038(8) Uiso 1 1 d . . . H22 H 0.361(5) 0.677(4) -0.002(3) 0.062(12) Uiso 1 1 d . . . H23 H 0.243(5) 0.532(3) -0.051(3) 0.048(10) Uiso 1 1 d . . . H24 H 0.486(4) 0.102(3) 0.116(3) 0.048(10) Uiso 1 1 d . . . H25 H 0.717(6) -0.008(4) 0.097(4) 0.082(15) Uiso 1 1 d . . . H26 H 0.732(5) -0.116(3) -0.017(3) 0.052(10) Uiso 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 Zr 0.02202(14) 0.02373(14) 0.01949(13) -0.00886(10) -0.00154(9) -0.00410(9) Cl1 0.0227(3) 0.0310(3) 0.0288(3) -0.0161(3) -0.0047(2) -0.0031(2) Cl2 0.0313(3) 0.0330(3) 0.0286(3) -0.0101(3) -0.0074(3) 0.0008(3) N 0.0252(10) 0.0244(10) 0.0221(10) -0.0093(8) -0.0014(8) -0.0046(8) S 0.0284(3) 0.0297(3) 0.0249(3) -0.0079(3) -0.0065(2) -0.0002(3) C1 0.0278(12) 0.0262(12) 0.0179(10) -0.0084(9) -0.0006(9) -0.0035(10) C2 0.0256(12) 0.0290(12) 0.0202(11) -0.0082(10) 0.0006(9) -0.0032(10) C3 0.0231(11) 0.0300(12) 0.0221(11) -0.0083(10) 0.0001(9) -0.0033(10) C4 0.0253(12) 0.0282(12) 0.0203(11) -0.0105(10) -0.0004(9) -0.0069(10) C5 0.0252(11) 0.0259(12) 0.0186(10) -0.0084(9) -0.0018(9) -0.0038(9) C6 0.0345(14) 0.0267(12) 0.0233(12) -0.0072(10) 0.0003(10) -0.0016(11) C7 0.0332(13) 0.0266(12) 0.0205(11) -0.0081(10) 0.0012(10) -0.0077(10) C8 0.0268(12) 0.0241(11) 0.0255(12) -0.0097(10) -0.0028(10) -0.0035(10) C9 0.0341(14) 0.0313(13) 0.0253(12) -0.0115(11) -0.0037(11) -0.0043(11) C10 0.0414(15) 0.0366(15) 0.0305(13) -0.0196(12) -0.0070(12) -0.0050(12) C11 0.0309(13) 0.0275(13) 0.0366(14) -0.0163(11) -0.0056(11) -0.0044(11) C12 0.0246(12) 0.0231(11) 0.0309(12) -0.0115(10) -0.0032(10) -0.0006(10) C13 0.0249(11) 0.0218(11) 0.0231(11) -0.0097(9) -0.0044(9) -0.0007(9) C14 0.0282(13) 0.0259(12) 0.0246(12) -0.0077(10) -0.0011(10) -0.0041(10) C15 0.0273(13) 0.0286(13) 0.0300(13) -0.0115(11) 0.0037(11) -0.0068(11) C16 0.0267(13) 0.0257(13) 0.0343(14) -0.0108(11) -0.0006(11) -0.0058(11) C17 0.0492(18) 0.0288(14) 0.0317(15) -0.0084(12) -0.0027(14) 0.0022(13) C18 0.0370(15) 0.0315(14) 0.0339(14) -0.0130(12) 0.0024(12) -0.0113(12) C19 0.0315(14) 0.0309(14) 0.0305(14) -0.0123(11) -0.0007(12) 0.0016(11) C20 0.0239(13) 0.0386(15) 0.0337(14) -0.0102(13) -0.0034(12) -0.0069(12) C21 0.0533(19) 0.0440(17) 0.0380(16) -0.0149(14) 0.0027(14) -0.0068(15) C22 0.0501(18) 0.0367(15) 0.0345(15) -0.0109(13) 0.0061(13) 0.0021(14) C23 0.0420(17) 0.0474(18) 0.0373(16) -0.0113(14) -0.0007(14) -0.0009(15) C24 0.058(2) 0.0395(16) 0.0448(17) -0.0225(15) -0.0024(15) -0.0092(15) C25 0.0464(18) 0.0435(17) 0.058(2) -0.0227(16) -0.0159(16) -0.0069(15) C26 0.0418(17) 0.0388(16) 0.057(2) -0.0205(15) -0.0019(15) -0.0029(14) _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 Zr N 2.065(2) . ? Zr Cl2 2.4373(6) . ? Zr C2 2.465(2) . ? Zr C1 2.466(2) . ? Zr C3 2.492(2) . ? Zr C5 2.509(2) . ? Zr C4 2.539(2) . ? Zr Cl1 2.5799(6) . ? Zr Cl1 2.6605(6) 2_566 ? Cl1 Zr 2.6605(6) 2_566 ? N C13 1.404(3) . ? N C14 1.473(3) . ? S C5 1.738(2) . ? S C6 1.772(3) . ? C1 C5 1.421(3) . ? C1 C2 1.439(3) . ? C1 C8 1.479(3) . ? C2 C3 1.422(4) . ? C2 C19 1.494(4) . ? C3 C4 1.431(4) . ? C3 C20 1.504(4) . ? C4 C5 1.423(3) . ? C4 C7 1.453(3) . ? C6 C7 1.359(4) . ? C6 C17 1.489(4) . ? C7 C18 1.501(4) . ? C8 C9 1.387(3) . ? C8 C13 1.408(3) . ? C9 C10 1.390(4) . ? C10 C11 1.386(4) . ? C11 C12 1.391(4) . ? C12 C13 1.406(3) . ? C12 C16 1.503(4) . ? C14 C15 1.527(4) . ? C15 C16 1.526(4) . ? C21 C22 1.386(5) . ? C21 C23 1.388(5) 2_665 ? C22 C23 1.379(5) . ? C23 C21 1.388(5) 2_665 ? C24 C25 1.372(5) . ? C24 C26 1.378(5) 2_655 ? C25 C26 1.378(5) . ? C26 C24 1.378(5) 2_655 ? 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 N Zr Cl2 93.42(6) . . ? N Zr C2 86.80(8) . . ? Cl2 Zr C2 90.38(6) . . ? N Zr C1 70.30(8) . . ? Cl2 Zr C1 119.87(6) . . ? C2 Zr C1 33.93(8) . . ? N Zr C3 120.02(8) . . ? Cl2 Zr C3 91.01(6) . . ? C2 Zr C3 33.34(8) . . ? C1 Zr C3 56.30(8) . . ? N Zr C5 93.77(8) . . ? Cl2 Zr C5 143.73(6) . . ? C2 Zr C5 54.64(8) . . ? C1 Zr C5 33.18(8) . . ? C3 Zr C5 55.01(8) . . ? N Zr C4 124.43(8) . . ? Cl2 Zr C4 121.21(6) . . ? C2 Zr C4 54.45(8) . . ? C1 Zr C4 55.24(8) . . ? C3 Zr C4 33.04(8) . . ? C5 Zr C4 32.73(7) . . ? N Zr Cl1 84.71(6) . . ? Cl2 Zr Cl1 129.43(2) . . ? C2 Zr Cl1 139.64(6) . . ? C1 Zr Cl1 106.95(6) . . ? C3 Zr Cl1 133.01(6) . . ? C5 Zr Cl1 86.64(6) . . ? C4 Zr Cl1 100.07(6) . . ? N Zr Cl1 149.64(6) . 2_566 ? Cl2 Zr Cl1 83.42(2) . 2_566 ? C2 Zr Cl1 123.30(6) . 2_566 ? C1 Zr Cl1 136.69(6) . 2_566 ? C3 Zr Cl1 90.27(6) . 2_566 ? C5 Zr Cl1 106.60(6) . 2_566 ? C4 Zr Cl1 81.60(5) . 2_566 ? Cl1 Zr Cl1 74.52(2) . 2_566 ? Zr Cl1 Zr 105.48(2) . 2_566 ? C13 N C14 116.6(2) . . ? C13 N Zr 127.94(16) . . ? C14 N Zr 115.30(15) . . ? C5 S C6 90.82(12) . . ? C5 C1 C2 106.0(2) . . ? C5 C1 C8 128.8(2) . . ? C2 C1 C8 124.8(2) . . ? C5 C1 Zr 75.09(13) . . ? C2 C1 Zr 72.99(13) . . ? C8 C1 Zr 111.11(16) . . ? C3 C2 C1 109.7(2) . . ? C3 C2 C19 125.7(2) . . ? C1 C2 C19 124.6(2) . . ? C3 C2 Zr 74.37(14) . . ? C1 C2 Zr 73.09(13) . . ? C19 C2 Zr 120.55(17) . . ? C2 C3 C4 106.8(2) . . ? C2 C3 C20 125.8(2) . . ? C4 C3 C20 127.2(2) . . ? C2 C3 Zr 72.29(14) . . ? C4 C3 Zr 75.31(14) . . ? C20 C3 Zr 121.34(17) . . ? C5 C4 C3 108.1(2) . . ? C5 C4 C7 113.1(2) . . ? C3 C4 C7 138.6(2) . . ? C5 C4 Zr 72.48(14) . . ? C3 C4 Zr 71.65(14) . . ? C7 C4 Zr 125.48(16) . . ? C1 C5 C4 109.4(2) . . ? C1 C5 S 139.22(19) . . ? C4 C5 S 111.10(18) . . ? C1 C5 Zr 71.74(13) . . ? C4 C5 Zr 74.79(13) . . ? S C5 Zr 123.83(12) . . ? C7 C6 C17 129.1(3) . . ? C7 C6 S 113.93(19) . . ? C17 C6 S 117.0(2) . . ? C6 C7 C4 111.1(2) . . ? C6 C7 C18 126.3(2) . . ? C4 C7 C18 122.4(2) . . ? C9 C8 C13 120.2(2) . . ? C9 C8 C1 125.1(2) . . ? C13 C8 C1 114.7(2) . . ? C8 C9 C10 119.5(3) . . ? C11 C10 C9 120.2(2) . . ? C10 C11 C12 121.8(3) . . ? C11 C12 C13 117.8(2) . . ? C11 C12 C16 122.7(2) . . ? C13 C12 C16 119.5(2) . . ? N C13 C12 124.1(2) . . ? N C13 C8 115.4(2) . . ? C12 C13 C8 120.5(2) . . ? N C14 C15 112.5(2) . . ? C16 C15 C14 109.4(2) . . ? C12 C16 C15 110.4(2) . . ? C22 C21 C23 120.0(3) . 2_665 ? C23 C22 C21 120.1(3) . . ? C22 C23 C21 119.9(3) . 2_665 ? C25 C24 C26 120.1(3) . 2_655 ? C24 C25 C26 120.3(3) . . ? C24 C26 C25 119.6(3) 2_655 . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.375 _refine_diff_density_min -1.028 _refine_diff_density_rms 0.093