# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- deposit.cif' _publ_contact_author_name 'Martin Lutz' _publ_contact_author_address ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; _publ_contact_author_email m.lutz@uu.nl _publ_contact_author_fax '[+31] 30 2533940' _publ_contact_author_phone '[+31] 30 2533902' _publ_section_title ; Mono N,C,N-Pincer Complexes of Titanium, Vanadium and Niobium. Synthesis, Structure and Catalytic Activity in Olefin Polymerization ; loop_ _publ_author_name _publ_author_address A.V.Chuchuryukin ; Debye Institute for Nanomaterials Research Organic Chemistry and Catalysis Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; R.Huang ; Dutch Polymer Institute Laboratory of Polymer Chemistry Eindhoven University of Technology Eindhoven The Netherlands ; 'E.E.van Faassen' ; Condensed Matter and Interfaces Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'G.P.M.van Klink' ; Debye Institute for Nanomaterials Research Organic Chemistry and Catalysis Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; ; M.Lutz ; ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; J.C.Chadwick ; Dutch Polymer Institute Laboratory of Polymer Chemistry Eindhoven University of Technology Eindhoven The Netherlands ; A.L.Spek ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'G.van Koten' ; Debye Institute for Nanomaterials Research Organic Chemistry and Catalysis Faculty of Science Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; data_s3683a _database_code_depnum_ccdc_archive 'CCDC 818411' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H28 Au2 Cl2 P2' _chemical_formula_sum 'C36 H28 Au2 Cl2 P2' _chemical_formula_weight 987.36 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' Au Au -2.0133 8.8022 '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' P P 0.1023 0.0942 '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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 17.3144(4) _cell_length_b 11.9885(3) _cell_length_c 17.2423(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.3920(12) _cell_angle_gamma 90.00 _cell_volume 3481.73(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 64614 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 23.53 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.884 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864 _exptl_absorpt_coefficient_mu 8.686 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 0.77 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28598 _diffrn_reflns_av_R_equivalents 0.0758 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 23.56 _reflns_number_total 5174 _reflns_number_gt 3697 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement HKL2000 _computing_data_reduction 'HKL2000, denzox, Sadabs' _computing_structure_solution 'DIRDIF-99 (Beurskens et al., 1999)' _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^)+(0.0252P)^2^+9.2022P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 5174 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0743 _refine_ls_wR_factor_gt 0.0683 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 Au1 Au -0.01045(2) 0.16444(3) 0.38515(2) 0.03937(13) Uani 1 1 d . . . Au2 Au 0.45306(2) 0.75077(3) 0.15523(2) 0.03063(11) Uani 1 1 d . . . Cl1 Cl -0.12713(15) 0.1850(2) 0.29108(16) 0.0637(8) Uani 1 1 d . . . Cl2 Cl 0.39096(13) 0.80979(19) 0.03037(13) 0.0415(6) Uani 1 1 d . . . P1 P 0.10619(13) 0.14429(19) 0.47161(13) 0.0293(6) Uani 1 1 d . . . P2 P 0.51217(13) 0.69054(18) 0.27679(13) 0.0254(5) Uani 1 1 d . . . C11 C 0.1461(5) 0.0050(7) 0.4666(6) 0.034(2) Uani 1 1 d . . . C12 C 0.1722(5) -0.0601(8) 0.5331(6) 0.038(2) Uani 1 1 d . . . H12 H 0.1706 -0.0322 0.5843 0.046 Uiso 1 1 calc R . . C13 C 0.2010(5) -0.1667(9) 0.5254(7) 0.050(3) Uani 1 1 d . . . H13 H 0.2181 -0.2124 0.5712 0.060 Uiso 1 1 calc R . . C14 C 0.2049(6) -0.2060(9) 0.4513(8) 0.058(3) Uani 1 1 d . . . H14 H 0.2251 -0.2787 0.4463 0.070 Uiso 1 1 calc R . . C15 C 0.1799(6) -0.1411(9) 0.3841(8) 0.062(3) Uani 1 1 d . . . H15 H 0.1838 -0.1679 0.3333 0.075 Uiso 1 1 calc R . . C16 C 0.1494(6) -0.0374(8) 0.3916(6) 0.049(3) Uani 1 1 d . . . H16 H 0.1302 0.0066 0.3453 0.059 Uiso 1 1 calc R . . C17 C 0.1066(5) 0.1696(7) 0.5759(5) 0.029(2) Uani 1 1 d . . . C18 C 0.0382(5) 0.1566(7) 0.6024(5) 0.039(2) Uani 1 1 d . . . H18 H -0.0097 0.1356 0.5661 0.047 Uiso 1 1 calc R . . C19 C 0.0387(6) 0.1741(9) 0.6822(6) 0.053(3) Uani 1 1 d . . . H19 H -0.0081 0.1635 0.7012 0.064 Uiso 1 1 calc R . . C110 C 0.1062(7) 0.2058(9) 0.7318(6) 0.060(3) Uani 1 1 d . . . H110 H 0.1065 0.2195 0.7861 0.072 Uiso 1 1 calc R . . C111 C 0.1756(7) 0.2194(9) 0.7065(6) 0.064(3) Uani 1 1 d . . . H111 H 0.2226 0.2422 0.7434 0.076 Uiso 1 1 calc R . . C112 C 0.1771(6) 0.2004(8) 0.6288(6) 0.048(3) Uani 1 1 d . . . H112 H 0.2250 0.2080 0.6112 0.057 Uiso 1 1 calc R . . C113 C 0.1796(5) 0.2403(7) 0.4496(5) 0.027(2) Uani 1 1 d . . . C114 C 0.1638(5) 0.3534(7) 0.4453(5) 0.036(2) Uani 1 1 d . . . H114 H 0.1157 0.3796 0.4565 0.043 Uiso 1 1 calc R . . C115 C 0.2160(5) 0.4293(7) 0.4253(5) 0.035(2) Uani 1 1 d . . . H115 H 0.2036 0.5066 0.4231 0.042 Uiso 1 1 calc R . . C116 C 0.2870(5) 0.3926(7) 0.4084(5) 0.024(2) Uani 1 1 d . . . C117 C 0.3023(5) 0.2804(7) 0.4136(5) 0.028(2) Uani 1 1 d . . . H117 H 0.3502 0.2540 0.4022 0.034 Uiso 1 1 calc R . . C118 C 0.2512(5) 0.2042(7) 0.4345(5) 0.034(2) Uani 1 1 d . . . H118 H 0.2647 0.1273 0.4387 0.041 Uiso 1 1 calc R . . C21 C 0.5491(5) 0.8027(7) 0.3462(5) 0.026(2) Uani 1 1 d . . . C22 C 0.6005(5) 0.8816(7) 0.3260(5) 0.032(2) Uani 1 1 d . . . H22 H 0.6153 0.8753 0.2765 0.038 Uiso 1 1 calc R . . C23 C 0.6300(5) 0.9682(7) 0.3764(5) 0.038(2) Uani 1 1 d . . . H23 H 0.6652 1.0212 0.3624 0.045 Uiso 1 1 calc R . . C24 C 0.6069(5) 0.9766(7) 0.4491(6) 0.038(2) Uani 1 1 d . . . H24 H 0.6263 1.0365 0.4843 0.046 Uiso 1 1 calc R . . C25 C 0.5565(5) 0.8995(7) 0.4701(5) 0.034(2) Uani 1 1 d . . . H25 H 0.5414 0.9066 0.5194 0.041 Uiso 1 1 calc R . . C26 C 0.5276(5) 0.8112(7) 0.4194(5) 0.031(2) Uani 1 1 d . . . H26 H 0.4936 0.7572 0.4342 0.037 Uiso 1 1 calc R . . C27 C 0.5971(5) 0.5988(7) 0.2789(5) 0.027(2) Uani 1 1 d . . . C28 C 0.6597(5) 0.5922(7) 0.3457(6) 0.038(2) Uani 1 1 d . . . H28 H 0.6611 0.6394 0.3903 0.046 Uiso 1 1 calc R . . C29 C 0.7195(5) 0.5168(7) 0.3467(6) 0.040(2) Uani 1 1 d . . . H29 H 0.7621 0.5108 0.3926 0.049 Uiso 1 1 calc R . . C210 C 0.7182(6) 0.4487(8) 0.2805(6) 0.045(3) Uani 1 1 d . . . H210 H 0.7607 0.3984 0.2809 0.054 Uiso 1 1 calc R . . C211 C 0.6564(5) 0.4544(8) 0.2155(6) 0.042(3) Uani 1 1 d . . . H211 H 0.6548 0.4065 0.1713 0.050 Uiso 1 1 calc R . . C212 C 0.5963(5) 0.5297(7) 0.2143(5) 0.034(2) Uani 1 1 d . . . H212 H 0.5536 0.5345 0.1685 0.041 Uiso 1 1 calc R . . C213 C 0.4446(5) 0.6083(7) 0.3206(5) 0.026(2) Uani 1 1 d . . . C214 C 0.4746(4) 0.5253(6) 0.3762(5) 0.025(2) Uani 1 1 d . . . H214 H 0.5303 0.5147 0.3941 0.030 Uiso 1 1 calc R . . C215 C 0.4215(5) 0.4577(6) 0.4051(5) 0.029(2) Uani 1 1 d . . . H215 H 0.4417 0.4008 0.4427 0.034 Uiso 1 1 calc R . . C216 C 0.3400(5) 0.4720(7) 0.3800(5) 0.024(2) Uani 1 1 d . . . C217 C 0.3120(5) 0.5577(7) 0.3261(5) 0.028(2) Uani 1 1 d . . . H217 H 0.2565 0.5703 0.3091 0.033 Uiso 1 1 calc R . . C218 C 0.3638(5) 0.6241(7) 0.2973(5) 0.032(2) Uani 1 1 d . . . H218 H 0.3434 0.6820 0.2606 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.0352(2) 0.0453(2) 0.0342(2) 0.0055(2) 0.00114(17) -0.01205(19) Au2 0.0346(2) 0.0287(2) 0.0289(2) 0.00316(18) 0.00794(15) -0.00436(17) Cl1 0.0509(17) 0.074(2) 0.0543(18) 0.0198(16) -0.0119(14) -0.0203(15) Cl2 0.0458(14) 0.0441(15) 0.0320(14) 0.0081(12) 0.0041(11) -0.0076(12) P1 0.0296(13) 0.0320(14) 0.0271(14) 0.0013(11) 0.0079(11) -0.0088(11) P2 0.0293(13) 0.0222(13) 0.0249(14) 0.0025(10) 0.0068(11) -0.0017(10) C11 0.025(5) 0.037(6) 0.038(6) -0.001(5) 0.008(5) -0.014(4) C12 0.029(5) 0.033(6) 0.052(7) -0.025(5) 0.006(5) -0.010(5) C13 0.033(6) 0.047(7) 0.066(8) 0.002(6) 0.005(5) -0.013(5) C14 0.036(6) 0.027(6) 0.110(11) -0.013(7) 0.016(7) -0.002(5) C15 0.057(8) 0.042(8) 0.096(11) -0.030(7) 0.035(7) -0.008(6) C16 0.052(7) 0.055(7) 0.048(7) 0.004(6) 0.025(6) -0.012(6) C17 0.033(5) 0.032(5) 0.021(5) 0.007(4) 0.003(4) 0.001(4) C18 0.038(6) 0.046(6) 0.037(6) 0.003(5) 0.017(5) -0.012(5) C19 0.057(7) 0.067(8) 0.042(7) -0.010(6) 0.024(6) -0.013(6) C110 0.090(9) 0.075(8) 0.021(6) -0.004(6) 0.024(7) -0.005(7) C111 0.064(8) 0.100(10) 0.019(6) -0.004(6) -0.007(5) -0.024(7) C112 0.034(6) 0.073(8) 0.037(7) 0.003(6) 0.009(5) -0.008(5) C113 0.024(5) 0.027(6) 0.031(5) -0.002(4) 0.006(4) -0.013(4) C114 0.030(5) 0.038(6) 0.041(6) -0.002(5) 0.012(5) 0.003(5) C115 0.041(6) 0.019(5) 0.044(6) -0.004(5) 0.007(5) -0.001(5) C116 0.023(5) 0.029(6) 0.019(5) -0.002(4) 0.002(4) 0.003(4) C117 0.030(5) 0.035(6) 0.021(5) 0.008(4) 0.006(4) 0.004(4) C118 0.041(6) 0.028(5) 0.028(6) 0.013(4) -0.001(5) -0.006(5) C21 0.028(5) 0.027(5) 0.019(5) -0.002(4) -0.003(4) 0.004(4) C22 0.030(5) 0.033(6) 0.035(6) -0.002(5) 0.013(5) 0.000(4) C23 0.041(6) 0.025(6) 0.040(6) 0.002(5) -0.003(5) -0.002(4) C24 0.047(6) 0.014(5) 0.041(6) -0.004(5) -0.015(5) 0.007(5) C25 0.042(6) 0.028(6) 0.030(6) 0.000(5) 0.002(5) 0.005(5) C26 0.037(5) 0.020(5) 0.035(6) 0.002(4) 0.009(5) 0.001(4) C27 0.022(5) 0.030(5) 0.032(6) 0.010(5) 0.014(4) -0.005(4) C28 0.036(6) 0.036(6) 0.044(6) -0.002(5) 0.012(5) 0.000(5) C29 0.024(5) 0.044(6) 0.045(7) 0.003(5) -0.009(5) 0.007(5) C210 0.036(6) 0.046(7) 0.056(7) -0.005(6) 0.018(6) 0.007(5) C211 0.038(6) 0.044(6) 0.043(7) -0.015(5) 0.010(5) 0.008(5) C212 0.033(6) 0.039(6) 0.031(6) -0.002(5) 0.011(5) -0.002(5) C213 0.028(5) 0.023(5) 0.028(5) -0.003(4) 0.010(4) -0.005(4) C214 0.018(5) 0.025(5) 0.031(5) 0.006(4) 0.005(4) 0.001(4) C215 0.041(6) 0.018(5) 0.027(5) 0.003(4) 0.008(4) 0.003(4) C216 0.023(5) 0.027(5) 0.022(5) -0.008(4) 0.008(4) -0.010(4) C217 0.017(5) 0.039(6) 0.028(5) 0.000(5) 0.006(4) 0.001(4) C218 0.040(6) 0.028(5) 0.028(5) -0.003(4) 0.009(5) 0.004(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 Au1 P1 2.228(2) . ? Au1 Cl1 2.292(3) . ? Au2 P2 2.229(2) . ? Au2 Cl2 2.285(2) . ? P1 C11 1.816(9) . ? P1 C113 1.819(8) . ? P1 C17 1.822(8) . ? P2 C21 1.815(8) . ? P2 C213 1.822(8) . ? P2 C27 1.830(8) . ? C11 C12 1.375(12) . ? C11 C16 1.403(12) . ? C12 C13 1.390(12) . ? C12 H12 0.9500 . ? C13 C14 1.379(14) . ? C13 H13 0.9500 . ? C14 C15 1.379(14) . ? C14 H14 0.9500 . ? C15 C16 1.368(13) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.373(10) . ? C17 C112 1.395(11) . ? C18 C19 1.390(12) . ? C18 H18 0.9500 . ? C19 C110 1.333(13) . ? C19 H19 0.9500 . ? C110 C111 1.379(13) . ? C110 H110 0.9500 . ? C111 C112 1.366(12) . ? C111 H111 0.9500 . ? C112 H112 0.9500 . ? C113 C114 1.382(11) . ? C113 C118 1.392(11) . ? C114 C115 1.382(11) . ? C114 H114 0.9500 . ? C115 C116 1.398(10) . ? C115 H115 0.9500 . ? C116 C117 1.370(10) . ? C116 C216 1.482(10) . ? C117 C118 1.377(11) . ? C117 H117 0.9500 . ? C118 H118 0.9500 . ? C21 C22 1.397(11) . ? C21 C26 1.399(11) . ? C22 C23 1.374(11) . ? C22 H22 0.9500 . ? C23 C24 1.405(12) . ? C23 H23 0.9500 . ? C24 C25 1.375(11) . ? C24 H24 0.9500 . ? C25 C26 1.390(11) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C212 1.386(11) . ? C27 C28 1.389(11) . ? C28 C29 1.372(11) . ? C28 H28 0.9500 . ? C29 C210 1.400(12) . ? C29 H29 0.9500 . ? C210 C211 1.360(12) . ? C210 H210 0.9500 . ? C211 C212 1.375(11) . ? C211 H211 0.9500 . ? C212 H212 0.9500 . ? C213 C218 1.376(11) . ? C213 C214 1.396(10) . ? C214 C215 1.402(10) . ? C214 H214 0.9500 . ? C215 C216 1.387(10) . ? C215 H215 0.9500 . ? C216 C217 1.395(11) . ? C217 C218 1.375(10) . ? C217 H217 0.9500 . ? C218 H218 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 P1 Au1 Cl1 177.11(9) . . ? P2 Au2 Cl2 178.96(8) . . ? C11 P1 C113 106.2(4) . . ? C11 P1 C17 106.6(4) . . ? C113 P1 C17 105.0(4) . . ? C11 P1 Au1 111.3(3) . . ? C113 P1 Au1 111.1(3) . . ? C17 P1 Au1 116.0(3) . . ? C21 P2 C213 106.8(4) . . ? C21 P2 C27 105.8(4) . . ? C213 P2 C27 104.9(4) . . ? C21 P2 Au2 113.3(3) . . ? C213 P2 Au2 111.5(3) . . ? C27 P2 Au2 113.9(3) . . ? C12 C11 C16 119.2(9) . . ? C12 C11 P1 122.5(7) . . ? C16 C11 P1 118.3(8) . . ? C11 C12 C13 119.9(9) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 119.9(10) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C15 C14 C13 120.8(10) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C14 119.1(11) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C11 121.0(10) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C18 C17 C112 120.3(8) . . ? C18 C17 P1 120.2(6) . . ? C112 C17 P1 119.4(6) . . ? C17 C18 C19 120.3(9) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C110 C19 C18 118.8(9) . . ? C110 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C19 C110 C111 122.0(9) . . ? C19 C110 H110 119.0 . . ? C111 C110 H110 119.0 . . ? C112 C111 C110 120.4(10) . . ? C112 C111 H111 119.8 . . ? C110 C111 H111 119.8 . . ? C111 C112 C17 118.2(9) . . ? C111 C112 H112 120.9 . . ? C17 C112 H112 120.9 . . ? C114 C113 C118 118.0(7) . . ? C114 C113 P1 119.5(6) . . ? C118 C113 P1 122.5(7) . . ? C115 C114 C113 121.7(8) . . ? C115 C114 H114 119.1 . . ? C113 C114 H114 119.1 . . ? C114 C115 C116 120.2(8) . . ? C114 C115 H115 119.9 . . ? C116 C115 H115 119.9 . . ? C117 C116 C115 117.5(8) . . ? C117 C116 C216 121.8(7) . . ? C115 C116 C216 120.5(7) . . ? C116 C117 C118 122.8(8) . . ? C116 C117 H117 118.6 . . ? C118 C117 H117 118.6 . . ? C117 C118 C113 119.8(8) . . ? C117 C118 H118 120.1 . . ? C113 C118 H118 120.1 . . ? C22 C21 C26 119.5(8) . . ? C22 C21 P2 119.0(6) . . ? C26 C21 P2 121.5(6) . . ? C23 C22 C21 121.3(8) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C24 118.5(8) . . ? C22 C23 H23 120.7 . . ? C24 C23 H23 120.7 . . ? C25 C24 C23 121.0(8) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 120.3(8) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 119.4(8) . . ? C25 C26 H26 120.3 . . ? C21 C26 H26 120.3 . . ? C212 C27 C28 119.6(8) . . ? C212 C27 P2 119.0(7) . . ? C28 C27 P2 121.3(7) . . ? C29 C28 C27 119.4(9) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C210 120.3(9) . . ? C28 C29 H29 119.9 . . ? C210 C29 H29 119.9 . . ? C211 C210 C29 120.3(9) . . ? C211 C210 H210 119.9 . . ? C29 C210 H210 119.9 . . ? C210 C211 C212 119.6(9) . . ? C210 C211 H211 120.2 . . ? C212 C211 H211 120.2 . . ? C211 C212 C27 120.9(9) . . ? C211 C212 H212 119.6 . . ? C27 C212 H212 119.6 . . ? C218 C213 C214 119.4(7) . . ? C218 C213 P2 120.8(7) . . ? C214 C213 P2 119.8(6) . . ? C213 C214 C215 119.0(7) . . ? C213 C214 H214 120.5 . . ? C215 C214 H214 120.5 . . ? C216 C215 C214 121.4(7) . . ? C216 C215 H215 119.3 . . ? C214 C215 H215 119.3 . . ? C215 C216 C217 118.1(7) . . ? C215 C216 C116 118.7(7) . . ? C217 C216 C116 123.1(7) . . ? C218 C217 C216 120.8(8) . . ? C218 C217 H217 119.6 . . ? C216 C217 H217 119.6 . . ? C217 C218 C213 121.2(8) . . ? C217 C218 H218 119.4 . . ? C213 C218 H218 119.4 . . ? 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 C113 P1 C11 C12 109.7(7) . . . . ? C17 P1 C11 C12 -1.9(8) . . . . ? Au1 P1 C11 C12 -129.2(6) . . . . ? C113 P1 C11 C16 -71.0(7) . . . . ? C17 P1 C11 C16 177.5(7) . . . . ? Au1 P1 C11 C16 50.2(7) . . . . ? C16 C11 C12 C13 -0.4(12) . . . . ? P1 C11 C12 C13 179.0(6) . . . . ? C11 C12 C13 C14 1.4(13) . . . . ? C12 C13 C14 C15 -0.5(14) . . . . ? C13 C14 C15 C16 -1.4(15) . . . . ? C14 C15 C16 C11 2.4(14) . . . . ? C12 C11 C16 C15 -1.6(13) . . . . ? P1 C11 C16 C15 179.0(7) . . . . ? C11 P1 C17 C18 -99.4(7) . . . . ? C113 P1 C17 C18 148.2(7) . . . . ? Au1 P1 C17 C18 25.2(8) . . . . ? C11 P1 C17 C112 79.6(8) . . . . ? C113 P1 C17 C112 -32.8(8) . . . . ? Au1 P1 C17 C112 -155.9(6) . . . . ? C112 C17 C18 C19 0.0(14) . . . . ? P1 C17 C18 C19 178.9(7) . . . . ? C17 C18 C19 C110 1.5(15) . . . . ? C18 C19 C110 C111 -1.4(17) . . . . ? C19 C110 C111 C112 0.0(18) . . . . ? C110 C111 C112 C17 1.4(16) . . . . ? C18 C17 C112 C111 -1.4(14) . . . . ? P1 C17 C112 C111 179.7(8) . . . . ? C11 P1 C113 C114 177.0(7) . . . . ? C17 P1 C113 C114 -70.3(8) . . . . ? Au1 P1 C113 C114 55.7(7) . . . . ? C11 P1 C113 C118 -1.3(8) . . . . ? C17 P1 C113 C118 111.4(7) . . . . ? Au1 P1 C113 C118 -122.5(7) . . . . ? C118 C113 C114 C115 1.3(13) . . . . ? P1 C113 C114 C115 -177.1(7) . . . . ? C113 C114 C115 C116 0.2(13) . . . . ? C114 C115 C116 C117 -0.9(12) . . . . ? C114 C115 C116 C216 174.7(8) . . . . ? C115 C116 C117 C118 0.0(12) . . . . ? C216 C116 C117 C118 -175.5(7) . . . . ? C116 C117 C118 C113 1.6(13) . . . . ? C114 C113 C118 C117 -2.1(12) . . . . ? P1 C113 C118 C117 176.2(6) . . . . ? C213 P2 C21 C22 -177.7(6) . . . . ? C27 P2 C21 C22 70.9(7) . . . . ? Au2 P2 C21 C22 -54.6(7) . . . . ? C213 P2 C21 C26 2.6(8) . . . . ? C27 P2 C21 C26 -108.8(7) . . . . ? Au2 P2 C21 C26 125.7(6) . . . . ? C26 C21 C22 C23 -0.5(12) . . . . ? P2 C21 C22 C23 179.9(6) . . . . ? C21 C22 C23 C24 -0.5(12) . . . . ? C22 C23 C24 C25 0.7(13) . . . . ? C23 C24 C25 C26 0.1(13) . . . . ? C24 C25 C26 C21 -1.1(12) . . . . ? C22 C21 C26 C25 1.3(12) . . . . ? P2 C21 C26 C25 -179.1(6) . . . . ? C21 P2 C27 C212 -157.4(6) . . . . ? C213 P2 C27 C212 89.9(7) . . . . ? Au2 P2 C27 C212 -32.3(7) . . . . ? C21 P2 C27 C28 26.5(8) . . . . ? C213 P2 C27 C28 -86.2(7) . . . . ? Au2 P2 C27 C28 151.7(6) . . . . ? C212 C27 C28 C29 -0.4(12) . . . . ? P2 C27 C28 C29 175.7(6) . . . . ? C27 C28 C29 C210 1.2(13) . . . . ? C28 C29 C210 C211 -2.0(14) . . . . ? C29 C210 C211 C212 1.9(14) . . . . ? C210 C211 C212 C27 -1.1(13) . . . . ? C28 C27 C212 C211 0.4(12) . . . . ? P2 C27 C212 C211 -175.8(6) . . . . ? C21 P2 C213 C218 98.5(7) . . . . ? C27 P2 C213 C218 -149.4(7) . . . . ? Au2 P2 C213 C218 -25.7(7) . . . . ? C21 P2 C213 C214 -84.0(7) . . . . ? C27 P2 C213 C214 28.0(7) . . . . ? Au2 P2 C213 C214 151.7(6) . . . . ? C218 C213 C214 C215 1.8(11) . . . . ? P2 C213 C214 C215 -175.6(6) . . . . ? C213 C214 C215 C216 -0.3(12) . . . . ? C214 C215 C216 C217 -1.4(11) . . . . ? C214 C215 C216 C116 175.5(7) . . . . ? C117 C116 C216 C215 -40.9(11) . . . . ? C115 C116 C216 C215 143.7(8) . . . . ? C117 C116 C216 C217 135.9(8) . . . . ? C115 C116 C216 C217 -39.5(11) . . . . ? C215 C216 C217 C218 1.5(11) . . . . ? C116 C216 C217 C218 -175.2(7) . . . . ? C216 C217 C218 C213 0.0(12) . . . . ? C214 C213 C218 C217 -1.7(12) . . . . ? P2 C213 C218 C217 175.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.189 _refine_diff_density_min -0.878 _refine_diff_density_rms 0.155 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 -0.001 0.000 183.7 34.1 2 1.000 0.499 0.500 183.7 34.7 _platon_squeeze_details ; ; #===END data_s3666a _database_code_depnum_ccdc_archive 'CCDC 818412' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H19 Cl3 N2 Ti' _chemical_formula_sum 'C12 H19 Cl3 N2 Ti' _chemical_formula_weight 345.54 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 6.6826(3) _cell_length_b 13.6265(7) _cell_length_c 17.6772(13) _cell_angle_alpha 90.00 _cell_angle_beta 111.916(2) _cell_angle_gamma 90.00 _cell_volume 1493.36(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 24832 _cell_measurement_theta_min 1.94 _cell_measurement_theta_max 27.50 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 1.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.56 _exptl_absorpt_correction_T_max 0.82 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f anf \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42324 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0079 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3431 _reflns_number_gt 3198 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'EvalCCD, Sadabs' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0232P)^2^+0.7075P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3431 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0210 _refine_ls_R_factor_gt 0.0188 _refine_ls_wR_factor_ref 0.0516 _refine_ls_wR_factor_gt 0.0503 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.002 _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 0.59868(3) 0.201108(14) 0.676687(12) 0.01302(6) Uani 1 1 d . . . Cl1 Cl 0.32697(5) 0.17242(2) 0.720898(19) 0.02336(7) Uani 1 1 d . . . Cl2 Cl 0.90114(5) 0.17854(2) 0.793458(18) 0.02626(8) Uani 1 1 d . . . Cl3 Cl 0.71234(5) 0.05986(2) 0.632939(19) 0.02586(8) Uani 1 1 d . . . N1 N 0.62235(16) 0.35840(7) 0.73553(6) 0.0175(2) Uani 1 1 d . . . N2 N 0.32053(16) 0.18605(7) 0.54458(6) 0.01544(19) Uani 1 1 d . . . C1 C 0.65781(18) 0.30249(8) 0.59997(7) 0.0146(2) Uani 1 1 d . . . C2 C 0.77246(18) 0.38788(8) 0.63334(7) 0.0175(2) Uani 1 1 d . . . C3 C 0.8289(2) 0.45262(9) 0.58365(8) 0.0220(2) Uani 1 1 d . . . C4 C 0.7631(2) 0.43269(9) 0.50074(8) 0.0228(3) Uani 1 1 d . . . C5 C 0.6344(2) 0.35213(9) 0.46590(7) 0.0201(2) Uani 1 1 d . . . C6 C 0.58067(18) 0.28660(8) 0.51577(7) 0.0157(2) Uani 1 1 d . . . C7 C 0.8062(2) 0.40676(9) 0.72103(7) 0.0218(2) Uani 1 1 d . . . C8 C 0.6595(3) 0.36361(11) 0.82370(8) 0.0278(3) Uani 1 1 d . . . C9 C 0.4214(2) 0.41579(9) 0.69306(8) 0.0224(2) Uani 1 1 d . . . C10 C 0.4301(2) 0.20096(9) 0.48556(7) 0.0180(2) Uani 1 1 d . . . C11 C 0.15411(19) 0.26392(9) 0.52981(8) 0.0201(2) Uani 1 1 d . . . C12 C 0.2036(2) 0.09097(9) 0.52745(8) 0.0237(3) Uani 1 1 d . . . H3 H 0.904(3) 0.5114(13) 0.6057(10) 0.029(4) Uiso 1 1 d . . . H4 H 0.802(3) 0.4788(12) 0.4681(10) 0.026(4) Uiso 1 1 d . . . H5 H 0.580(3) 0.3433(12) 0.4096(10) 0.027(4) Uiso 1 1 d . . . H7A H 0.940(3) 0.3771(12) 0.7573(10) 0.027(4) Uiso 1 1 d . . . H7B H 0.811(3) 0.4771(12) 0.7328(9) 0.026(4) Uiso 1 1 d . . . H8A H 0.539(3) 0.3333(13) 0.8312(11) 0.034(4) Uiso 1 1 d . . . H8B H 0.790(3) 0.3290(13) 0.8561(10) 0.031(4) Uiso 1 1 d . . . H8C H 0.669(3) 0.4330(13) 0.8412(10) 0.032(4) Uiso 1 1 d . . . H9A H 0.396(2) 0.4201(12) 0.6354(10) 0.025(4) Uiso 1 1 d . . . H9B H 0.300(3) 0.3843(13) 0.6984(10) 0.031(4) Uiso 1 1 d . . . H9C H 0.436(3) 0.4815(13) 0.7156(10) 0.032(4) Uiso 1 1 d . . . H10A H 0.509(2) 0.1411(11) 0.4854(9) 0.018(3) Uiso 1 1 d . . . H10B H 0.325(3) 0.2119(11) 0.4314(10) 0.024(4) Uiso 1 1 d . . . H11A H 0.044(3) 0.2574(12) 0.4756(10) 0.026(4) Uiso 1 1 d . . . H11B H 0.219(3) 0.3283(12) 0.5317(9) 0.023(4) Uiso 1 1 d . . . H11C H 0.085(3) 0.2604(12) 0.5704(10) 0.030(4) Uiso 1 1 d . . . H12A H 0.305(3) 0.0379(12) 0.5349(9) 0.026(4) Uiso 1 1 d . . . H12B H 0.125(3) 0.0848(13) 0.5634(11) 0.033(4) Uiso 1 1 d . . . H12C H 0.104(3) 0.0925(12) 0.4710(10) 0.031(4) 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 0.01453(10) 0.01285(10) 0.01237(10) 0.00177(7) 0.00581(8) 0.00160(7) Cl1 0.02319(15) 0.02734(15) 0.02478(15) 0.00457(11) 0.01499(12) -0.00046(11) Cl2 0.02437(15) 0.03077(16) 0.01784(14) 0.00223(11) 0.00120(11) 0.01121(12) Cl3 0.02880(16) 0.01990(14) 0.02685(16) -0.00272(11) 0.00805(13) 0.00925(11) N1 0.0213(5) 0.0176(5) 0.0120(4) -0.0015(4) 0.0043(4) 0.0023(4) N2 0.0159(4) 0.0143(4) 0.0157(4) -0.0018(3) 0.0055(4) -0.0015(4) C1 0.0153(5) 0.0143(5) 0.0149(5) 0.0012(4) 0.0066(4) 0.0001(4) C2 0.0159(5) 0.0165(5) 0.0186(5) 0.0004(4) 0.0048(4) -0.0008(4) C3 0.0196(6) 0.0161(5) 0.0289(6) 0.0033(5) 0.0076(5) -0.0029(4) C4 0.0215(6) 0.0216(6) 0.0277(6) 0.0113(5) 0.0120(5) 0.0024(5) C5 0.0218(6) 0.0238(6) 0.0160(5) 0.0057(4) 0.0086(5) 0.0042(5) C6 0.0165(5) 0.0165(5) 0.0147(5) 0.0008(4) 0.0067(4) 0.0019(4) C7 0.0232(6) 0.0196(6) 0.0186(6) -0.0041(5) 0.0032(5) -0.0049(5) C8 0.0390(8) 0.0298(7) 0.0130(6) -0.0032(5) 0.0080(5) 0.0072(6) C9 0.0262(6) 0.0190(6) 0.0201(6) -0.0014(5) 0.0063(5) 0.0079(5) C10 0.0219(6) 0.0193(6) 0.0128(5) -0.0026(4) 0.0067(4) -0.0011(4) C11 0.0155(5) 0.0219(6) 0.0194(6) -0.0006(5) 0.0024(5) 0.0030(4) C12 0.0238(6) 0.0189(6) 0.0254(6) -0.0038(5) 0.0057(5) -0.0075(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 C1 2.0745(11) . ? Ti1 Cl1 2.2627(3) . ? Ti1 Cl3 2.3060(4) . ? Ti1 Cl2 2.3079(4) . ? Ti1 N1 2.3618(10) . ? Ti1 N2 2.3896(10) . ? N1 C8 1.4855(15) . ? N1 C9 1.4918(15) . ? N1 C7 1.4984(16) . ? N2 C12 1.4848(15) . ? N2 C11 1.4879(15) . ? N2 C10 1.4953(15) . ? C1 C2 1.3970(16) . ? C1 C6 1.3983(15) . ? C2 C3 1.3925(17) . ? C2 C7 1.5030(16) . ? C3 C4 1.3907(19) . ? C3 H3 0.948(17) . ? C4 C5 1.3886(18) . ? C4 H4 0.952(16) . ? C5 C6 1.3929(16) . ? C5 H5 0.932(16) . ? C6 C10 1.5029(16) . ? C7 H7A 0.970(16) . ? C7 H7B 0.979(17) . ? C8 H8A 0.958(19) . ? C8 H8B 0.970(18) . ? C8 H8C 0.990(18) . ? C9 H9A 0.970(16) . ? C9 H9B 0.956(17) . ? C9 H9C 0.969(18) . ? C10 H10A 0.971(15) . ? C10 H10B 0.965(16) . ? C11 H11A 0.970(16) . ? C11 H11B 0.974(16) . ? C11 H11C 0.990(17) . ? C12 H12A 0.967(16) . ? C12 H12B 0.967(18) . ? C12 H12C 0.970(17) . ? 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 C1 Ti1 Cl1 135.56(3) . . ? C1 Ti1 Cl3 99.77(3) . . ? Cl1 Ti1 Cl3 112.262(15) . . ? C1 Ti1 Cl2 110.89(3) . . ? Cl1 Ti1 Cl2 102.465(15) . . ? Cl3 Ti1 Cl2 84.296(13) . . ? C1 Ti1 N1 71.69(4) . . ? Cl1 Ti1 N1 86.28(3) . . ? Cl3 Ti1 N1 158.25(3) . . ? Cl2 Ti1 N1 80.48(3) . . ? C1 Ti1 N2 71.75(4) . . ? Cl1 Ti1 N2 83.74(3) . . ? Cl3 Ti1 N2 80.45(3) . . ? Cl2 Ti1 N2 164.74(3) . . ? N1 Ti1 N2 114.09(3) . . ? C8 N1 C9 105.63(10) . . ? C8 N1 C7 109.39(10) . . ? C9 N1 C7 108.96(10) . . ? C8 N1 Ti1 117.57(8) . . ? C9 N1 Ti1 110.75(7) . . ? C7 N1 Ti1 104.37(7) . . ? C12 N2 C11 106.52(9) . . ? C12 N2 C10 109.49(9) . . ? C11 N2 C10 108.01(9) . . ? C12 N2 Ti1 115.63(7) . . ? C11 N2 Ti1 111.60(7) . . ? C10 N2 Ti1 105.39(7) . . ? C2 C1 C6 120.30(10) . . ? C2 C1 Ti1 119.14(8) . . ? C6 C1 Ti1 120.55(8) . . ? C3 C2 C1 119.76(11) . . ? C3 C2 C7 124.77(11) . . ? C1 C2 C7 115.19(10) . . ? C4 C3 C2 119.18(11) . . ? C4 C3 H3 120.6(10) . . ? C2 C3 H3 120.1(10) . . ? C5 C4 C3 121.45(11) . . ? C5 C4 H4 121.1(10) . . ? C3 C4 H4 117.4(10) . . ? C4 C5 C6 119.29(11) . . ? C4 C5 H5 120.4(10) . . ? C6 C5 H5 120.3(10) . . ? C5 C6 C1 119.66(11) . . ? C5 C6 C10 124.72(11) . . ? C1 C6 C10 115.49(10) . . ? N1 C7 C2 106.51(9) . . ? N1 C7 H7A 108.2(9) . . ? C2 C7 H7A 111.0(9) . . ? N1 C7 H7B 111.0(9) . . ? C2 C7 H7B 111.5(9) . . ? H7A C7 H7B 108.5(13) . . ? N1 C8 H8A 107.8(11) . . ? N1 C8 H8B 110.9(10) . . ? H8A C8 H8B 109.1(15) . . ? N1 C8 H8C 109.9(10) . . ? H8A C8 H8C 109.1(14) . . ? H8B C8 H8C 110.0(14) . . ? N1 C9 H9A 109.6(9) . . ? N1 C9 H9B 110.8(10) . . ? H9A C9 H9B 107.8(14) . . ? N1 C9 H9C 110.0(10) . . ? H9A C9 H9C 109.1(14) . . ? H9B C9 H9C 109.5(14) . . ? N2 C10 C6 107.15(9) . . ? N2 C10 H10A 107.2(8) . . ? C6 C10 H10A 111.2(9) . . ? N2 C10 H10B 110.3(9) . . ? C6 C10 H10B 112.1(9) . . ? H10A C10 H10B 108.8(12) . . ? N2 C11 H11A 110.4(10) . . ? N2 C11 H11B 110.0(9) . . ? H11A C11 H11B 106.2(13) . . ? N2 C11 H11C 111.1(10) . . ? H11A C11 H11C 109.0(13) . . ? H11B C11 H11C 110.0(13) . . ? N2 C12 H12A 109.6(10) . . ? N2 C12 H12B 108.4(10) . . ? H12A C12 H12B 111.8(14) . . ? N2 C12 H12C 107.3(10) . . ? H12A C12 H12C 109.4(13) . . ? H12B C12 H12C 110.3(14) . . ? 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 C1 Ti1 N1 C8 -162.25(10) . . . . ? Cl1 Ti1 N1 C8 56.92(9) . . . . ? Cl3 Ti1 N1 C8 -92.58(11) . . . . ? Cl2 Ti1 N1 C8 -46.39(9) . . . . ? N2 Ti1 N1 C8 138.36(9) . . . . ? C1 Ti1 N1 C9 76.21(8) . . . . ? Cl1 Ti1 N1 C9 -64.61(8) . . . . ? Cl3 Ti1 N1 C9 145.89(7) . . . . ? Cl2 Ti1 N1 C9 -167.92(8) . . . . ? N2 Ti1 N1 C9 16.83(9) . . . . ? C1 Ti1 N1 C7 -40.89(7) . . . . ? Cl1 Ti1 N1 C7 178.28(7) . . . . ? Cl3 Ti1 N1 C7 28.78(12) . . . . ? Cl2 Ti1 N1 C7 74.97(7) . . . . ? N2 Ti1 N1 C7 -100.28(7) . . . . ? C1 Ti1 N2 C12 158.63(9) . . . . ? Cl1 Ti1 N2 C12 -58.95(8) . . . . ? Cl3 Ti1 N2 C12 54.94(8) . . . . ? Cl2 Ti1 N2 C12 56.06(15) . . . . ? N1 Ti1 N2 C12 -142.02(8) . . . . ? C1 Ti1 N2 C11 -79.42(8) . . . . ? Cl1 Ti1 N2 C11 63.00(7) . . . . ? Cl3 Ti1 N2 C11 176.89(8) . . . . ? Cl2 Ti1 N2 C11 178.01(8) . . . . ? N1 Ti1 N2 C11 -20.07(9) . . . . ? C1 Ti1 N2 C10 37.56(7) . . . . ? Cl1 Ti1 N2 C10 179.99(7) . . . . ? Cl3 Ti1 N2 C10 -66.12(6) . . . . ? Cl2 Ti1 N2 C10 -65.00(13) . . . . ? N1 Ti1 N2 C10 96.92(7) . . . . ? Cl1 Ti1 C1 C2 93.26(9) . . . . ? Cl3 Ti1 C1 C2 -130.30(9) . . . . ? Cl2 Ti1 C1 C2 -42.73(10) . . . . ? N1 Ti1 C1 C2 29.05(9) . . . . ? N2 Ti1 C1 C2 153.23(10) . . . . ? Cl1 Ti1 C1 C6 -85.57(10) . . . . ? Cl3 Ti1 C1 C6 50.86(9) . . . . ? Cl2 Ti1 C1 C6 138.44(8) . . . . ? N1 Ti1 C1 C6 -149.78(10) . . . . ? N2 Ti1 C1 C6 -25.60(8) . . . . ? C6 C1 C2 C3 -6.49(17) . . . . ? Ti1 C1 C2 C3 174.68(9) . . . . ? C6 C1 C2 C7 167.72(11) . . . . ? Ti1 C1 C2 C7 -11.11(14) . . . . ? C1 C2 C3 C4 2.27(18) . . . . ? C7 C2 C3 C4 -171.35(12) . . . . ? C2 C3 C4 C5 2.93(19) . . . . ? C3 C4 C5 C6 -3.88(18) . . . . ? C4 C5 C6 C1 -0.38(17) . . . . ? C4 C5 C6 C10 175.27(11) . . . . ? C2 C1 C6 C5 5.53(17) . . . . ? Ti1 C1 C6 C5 -175.65(9) . . . . ? C2 C1 C6 C10 -170.50(10) . . . . ? Ti1 C1 C6 C10 8.31(14) . . . . ? C8 N1 C7 C2 173.10(10) . . . . ? C9 N1 C7 C2 -71.87(12) . . . . ? Ti1 N1 C7 C2 46.47(10) . . . . ? C3 C2 C7 N1 146.52(11) . . . . ? C1 C2 C7 N1 -27.35(14) . . . . ? C12 N2 C10 C6 -168.72(10) . . . . ? C11 N2 C10 C6 75.67(11) . . . . ? Ti1 N2 C10 C6 -43.73(10) . . . . ? C5 C6 C10 N2 -148.54(11) . . . . ? C1 C6 C10 N2 27.27(13) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.371 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.051 #===END data_s3673a _database_code_depnum_ccdc_archive 'CCDC 818413' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H19 Cl4 N2 Nb' _chemical_formula_sum 'C12 H19 Cl4 N2 Nb' _chemical_formula_weight 426.00 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nb Nb -2.0727 0.6215 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 13.8197(3) _cell_length_b 8.63181(9) _cell_length_c 13.40706(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1599.32(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27059 _cell_measurement_theta_min 2.11 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.51 _exptl_absorpt_correction_T_max 0.81 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42304 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0146 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3670 _reflns_number_gt 3472 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'EvalCCD, Sadabs' _computing_structure_solution 'DIRDIF-99 (Beurskens et al., 1999)' _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^)+(0.0170P)^2^+0.1891P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00116(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(2) _refine_ls_number_reflns 3670 _refine_ls_number_parameters 178 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0157 _refine_ls_R_factor_gt 0.0134 _refine_ls_wR_factor_ref 0.0320 _refine_ls_wR_factor_gt 0.0314 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.002 _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 Nb1 Nb 0.559386(8) 0.756723(14) 0.405705(18) 0.01452(4) Uani 1 1 d . . . Cl1 Cl 0.72283(3) 0.68730(5) 0.36309(3) 0.02787(10) Uani 1 1 d . . . Cl2 Cl 0.56371(3) 0.83190(5) 0.23432(3) 0.02668(10) Uani 1 1 d . . . Cl3 Cl 0.63306(3) 0.95767(4) 0.49811(3) 0.02429(9) Uani 1 1 d . . . Cl4 Cl 0.45978(3) 0.55400(4) 0.34540(3) 0.02073(8) Uani 1 1 d . . . N1 N 0.43923(9) 0.96501(14) 0.39079(11) 0.0175(3) Uani 1 1 d . . . N2 N 0.60348(10) 0.54827(14) 0.52114(10) 0.0194(3) Uani 1 1 d . . . C1 C 0.45592(11) 0.74754(15) 0.53260(12) 0.0151(3) Uani 1 1 d . . . C2 C 0.39384(11) 0.87163(18) 0.55390(11) 0.0163(3) Uani 1 1 d . . . C3 C 0.32610(11) 0.86188(19) 0.63098(12) 0.0194(3) Uani 1 1 d . . . H3 H 0.2848 0.9471 0.6448 0.023 Uiso 1 1 calc R . . C4 C 0.31933(12) 0.72772(19) 0.68716(12) 0.0217(3) Uani 1 1 d . . . H4 H 0.2727 0.7207 0.7390 0.026 Uiso 1 1 calc R . . C5 C 0.38025(12) 0.60361(19) 0.66824(12) 0.0204(3) Uani 1 1 d . . . H5 H 0.3759 0.5120 0.7073 0.024 Uiso 1 1 calc R . . C6 C 0.44787(11) 0.61415(18) 0.59172(12) 0.0176(3) Uani 1 1 d . . . C7 C 0.40717(11) 1.01346(17) 0.49256(12) 0.0180(3) Uani 1 1 d . . . H7A H 0.4565 1.0815 0.5234 0.022 Uiso 1 1 calc R . . H7B H 0.3456 1.0716 0.4882 0.022 Uiso 1 1 calc R . . C8 C 0.47135(13) 1.10860(18) 0.33798(14) 0.0247(4) Uani 1 1 d . . . H8A H 0.4788 1.0867 0.2667 0.037 Uiso 1 1 calc R . . H8B H 0.5335 1.1430 0.3654 0.037 Uiso 1 1 calc R . . H8C H 0.4229 1.1902 0.3472 0.037 Uiso 1 1 calc R . . C9 C 0.35275(11) 0.90478(19) 0.33697(12) 0.0220(3) Uani 1 1 d . . . H9A H 0.3039 0.9867 0.3320 0.033 Uiso 1 1 calc R . . H9B H 0.3258 0.8165 0.3736 0.033 Uiso 1 1 calc R . . H9C H 0.3716 0.8715 0.2699 0.033 Uiso 1 1 calc R . . C10 C 0.51371(12) 0.48322(19) 0.56706(12) 0.0207(3) Uani 1 1 d . . . H10A H 0.4816 0.4116 0.5198 0.025 Uiso 1 1 calc R . . H10B H 0.5301 0.4248 0.6283 0.025 Uiso 1 1 calc R . . C11 C 0.65670(13) 0.41175(18) 0.47906(14) 0.0272(4) Uani 1 1 d . . . H11A H 0.6560 0.3269 0.5276 0.041 Uiso 1 1 calc R . . H11B H 0.7237 0.4413 0.4647 0.041 Uiso 1 1 calc R . . H11C H 0.6251 0.3779 0.4174 0.041 Uiso 1 1 calc R . . C12 C 0.66425(13) 0.6142(2) 0.60345(13) 0.0271(4) Uani 1 1 d . . . H12A H 0.6275 0.6941 0.6389 0.041 Uiso 1 1 calc R . . H12B H 0.7231 0.6600 0.5752 0.041 Uiso 1 1 calc R . . H12C H 0.6820 0.5315 0.6501 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nb1 0.01466(6) 0.01364(6) 0.01526(6) -0.00216(6) 0.00173(7) -0.00244(5) Cl1 0.01894(19) 0.0278(2) 0.0368(2) -0.00576(19) 0.00918(17) -0.00085(16) Cl2 0.0387(2) 0.0229(2) 0.0185(2) 0.00276(17) 0.00821(18) -0.00315(17) Cl3 0.01724(18) 0.02157(18) 0.0341(2) -0.00977(17) -0.00440(17) -0.00249(15) Cl4 0.02616(19) 0.01792(18) 0.01811(18) -0.00244(15) -0.00064(16) -0.00706(15) N1 0.0176(6) 0.0148(6) 0.0202(8) 0.0018(6) -0.0016(5) -0.0024(5) N2 0.0196(7) 0.0190(6) 0.0196(7) -0.0006(5) -0.0010(6) 0.0039(5) C1 0.0149(7) 0.0178(8) 0.0127(7) -0.0025(6) -0.0009(6) -0.0020(6) C2 0.0145(7) 0.0180(7) 0.0164(8) -0.0027(6) -0.0041(6) 0.0003(6) C3 0.0153(7) 0.0243(9) 0.0187(8) -0.0053(6) -0.0006(6) 0.0027(6) C4 0.0158(7) 0.0333(9) 0.0159(8) -0.0003(7) 0.0017(6) -0.0006(7) C5 0.0209(8) 0.0241(8) 0.0161(8) 0.0042(6) -0.0014(6) -0.0015(6) C6 0.0177(7) 0.0202(8) 0.0149(7) 0.0001(6) -0.0016(6) -0.0003(6) C7 0.0159(7) 0.0168(7) 0.0213(8) -0.0031(7) -0.0007(7) 0.0013(6) C8 0.0291(9) 0.0163(8) 0.0286(9) 0.0062(7) 0.0017(7) -0.0003(7) C9 0.0207(8) 0.0249(8) 0.0203(8) 0.0013(7) -0.0064(7) -0.0013(6) C10 0.0238(8) 0.0193(8) 0.0189(8) 0.0039(6) 0.0012(7) 0.0022(6) C11 0.0284(9) 0.0210(8) 0.0323(10) -0.0017(7) 0.0043(8) 0.0094(7) C12 0.0246(9) 0.0315(9) 0.0254(9) -0.0020(8) -0.0072(7) 0.0064(7) _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 Nb1 C1 2.2238(16) . ? Nb1 Cl3 2.3622(4) . ? Nb1 Cl4 2.3686(4) . ? Nb1 Cl2 2.3884(5) . ? Nb1 Cl1 2.4057(4) . ? Nb1 N2 2.4504(13) . ? Nb1 N1 2.4556(12) . ? N1 C9 1.4897(19) . ? N1 C7 1.494(2) . ? N1 C8 1.495(2) . ? N2 C10 1.494(2) . ? N2 C12 1.499(2) . ? N2 C11 1.499(2) . ? C1 C2 1.402(2) . ? C1 C6 1.402(2) . ? C2 C3 1.397(2) . ? C2 C7 1.486(2) . ? C3 C4 1.385(2) . ? C3 H3 0.9500 . ? C4 C5 1.386(2) . ? C4 H4 0.9500 . ? C5 C6 1.391(2) . ? C5 H5 0.9500 . ? C6 C10 1.488(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 C1 Nb1 Cl3 84.38(4) . . ? C1 Nb1 Cl4 82.02(4) . . ? Cl3 Nb1 Cl4 166.399(17) . . ? C1 Nb1 Cl2 139.62(4) . . ? Cl3 Nb1 Cl2 107.113(16) . . ? Cl4 Nb1 Cl2 83.504(16) . . ? C1 Nb1 Cl1 140.95(4) . . ? Cl3 Nb1 Cl1 84.421(15) . . ? Cl4 Nb1 Cl1 106.293(15) . . ? Cl2 Nb1 Cl1 79.380(17) . . ? C1 Nb1 N2 69.54(5) . . ? Cl3 Nb1 N2 95.78(3) . . ? Cl4 Nb1 N2 79.49(3) . . ? Cl2 Nb1 N2 143.22(3) . . ? Cl1 Nb1 N2 74.55(3) . . ? C1 Nb1 N1 69.73(5) . . ? Cl3 Nb1 N1 78.26(3) . . ? Cl4 Nb1 N1 96.90(3) . . ? Cl2 Nb1 N1 74.91(4) . . ? Cl1 Nb1 N1 142.94(3) . . ? N2 Nb1 N1 139.22(5) . . ? C9 N1 C7 107.59(12) . . ? C9 N1 C8 107.35(13) . . ? C7 N1 C8 106.76(12) . . ? C9 N1 Nb1 109.06(9) . . ? C7 N1 Nb1 109.33(9) . . ? C8 N1 Nb1 116.41(10) . . ? C10 N2 C12 107.73(13) . . ? C10 N2 C11 105.48(12) . . ? C12 N2 C11 107.49(13) . . ? C10 N2 Nb1 109.25(9) . . ? C12 N2 Nb1 109.01(10) . . ? C11 N2 Nb1 117.48(10) . . ? C2 C1 C6 117.63(15) . . ? C2 C1 Nb1 121.48(11) . . ? C6 C1 Nb1 120.84(11) . . ? C3 C2 C1 120.99(14) . . ? C3 C2 C7 122.83(14) . . ? C1 C2 C7 116.15(13) . . ? C4 C3 C2 119.87(15) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 120.39(15) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 119.51(15) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 121.60(15) . . ? C5 C6 C10 121.67(14) . . ? C1 C6 C10 116.71(14) . . ? C2 C7 N1 108.15(12) . . ? C2 C7 H7A 110.1 . . ? N1 C7 H7A 110.1 . . ? C2 C7 H7B 110.1 . . ? N1 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? N1 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 N2 108.28(12) . . ? C6 C10 H10A 110.0 . . ? N2 C10 H10A 110.0 . . ? C6 C10 H10B 110.0 . . ? N2 C10 H10B 110.0 . . ? H10A C10 H10B 108.4 . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? 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 C1 Nb1 N1 C9 -87.11(10) . . . . ? Cl3 Nb1 N1 C9 -175.41(10) . . . . ? Cl4 Nb1 N1 C9 -8.29(10) . . . . ? Cl2 Nb1 N1 C9 73.04(9) . . . . ? Cl1 Nb1 N1 C9 120.69(9) . . . . ? N2 Nb1 N1 C9 -90.18(11) . . . . ? C1 Nb1 N1 C7 30.27(9) . . . . ? Cl3 Nb1 N1 C7 -58.02(8) . . . . ? Cl4 Nb1 N1 C7 109.09(9) . . . . ? Cl2 Nb1 N1 C7 -169.57(9) . . . . ? Cl1 Nb1 N1 C7 -121.93(9) . . . . ? N2 Nb1 N1 C7 27.20(12) . . . . ? C1 Nb1 N1 C8 151.30(12) . . . . ? Cl3 Nb1 N1 C8 63.01(11) . . . . ? Cl4 Nb1 N1 C8 -129.88(11) . . . . ? Cl2 Nb1 N1 C8 -48.54(11) . . . . ? Cl1 Nb1 N1 C8 -0.90(15) . . . . ? N2 Nb1 N1 C8 148.23(10) . . . . ? C1 Nb1 N2 C10 32.37(10) . . . . ? Cl3 Nb1 N2 C10 114.16(9) . . . . ? Cl4 Nb1 N2 C10 -52.95(9) . . . . ? Cl2 Nb1 N2 C10 -116.83(9) . . . . ? Cl1 Nb1 N2 C10 -163.27(10) . . . . ? N1 Nb1 N2 C10 35.44(12) . . . . ? C1 Nb1 N2 C12 -85.11(11) . . . . ? Cl3 Nb1 N2 C12 -3.31(10) . . . . ? Cl4 Nb1 N2 C12 -170.43(11) . . . . ? Cl2 Nb1 N2 C12 125.70(10) . . . . ? Cl1 Nb1 N2 C12 79.25(10) . . . . ? N1 Nb1 N2 C12 -82.03(12) . . . . ? C1 Nb1 N2 C11 152.39(12) . . . . ? Cl3 Nb1 N2 C11 -125.82(11) . . . . ? Cl4 Nb1 N2 C11 67.07(11) . . . . ? Cl2 Nb1 N2 C11 3.19(14) . . . . ? Cl1 Nb1 N2 C11 -43.25(11) . . . . ? N1 Nb1 N2 C11 155.46(10) . . . . ? Cl3 Nb1 C1 C2 65.42(12) . . . . ? Cl4 Nb1 C1 C2 -114.55(12) . . . . ? Cl2 Nb1 C1 C2 -44.51(15) . . . . ? Cl1 Nb1 C1 C2 139.38(10) . . . . ? N2 Nb1 C1 C2 163.74(13) . . . . ? N1 Nb1 C1 C2 -14.12(11) . . . . ? Cl3 Nb1 C1 C6 -117.22(12) . . . . ? Cl4 Nb1 C1 C6 62.81(12) . . . . ? Cl2 Nb1 C1 C6 132.86(11) . . . . ? Cl1 Nb1 C1 C6 -43.26(15) . . . . ? N2 Nb1 C1 C6 -18.90(12) . . . . ? N1 Nb1 C1 C6 163.24(14) . . . . ? C6 C1 C2 C3 -0.4(2) . . . . ? Nb1 C1 C2 C3 177.08(11) . . . . ? C6 C1 C2 C7 177.52(14) . . . . ? Nb1 C1 C2 C7 -5.03(18) . . . . ? C1 C2 C3 C4 -0.4(2) . . . . ? C7 C2 C3 C4 -178.12(15) . . . . ? C2 C3 C4 C5 0.8(2) . . . . ? C3 C4 C5 C6 -0.6(2) . . . . ? C4 C5 C6 C1 -0.2(2) . . . . ? C4 C5 C6 C10 -178.83(15) . . . . ? C2 C1 C6 C5 0.7(2) . . . . ? Nb1 C1 C6 C5 -176.80(12) . . . . ? C2 C1 C6 C10 179.34(14) . . . . ? Nb1 C1 C6 C10 1.88(19) . . . . ? C3 C2 C7 N1 -149.56(14) . . . . ? C1 C2 C7 N1 32.59(18) . . . . ? C9 N1 C7 C2 76.40(15) . . . . ? C8 N1 C7 C2 -168.63(12) . . . . ? Nb1 N1 C7 C2 -41.90(13) . . . . ? C5 C6 C10 N2 -153.23(14) . . . . ? C1 C6 C10 N2 28.09(19) . . . . ? C12 N2 C10 C6 76.92(16) . . . . ? C11 N2 C10 C6 -168.51(13) . . . . ? Nb1 N2 C10 C6 -41.36(14) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.263 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.042 #===END data_s3665a _database_code_depnum_ccdc_archive 'CCDC 818414' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H19 Cl2 N2 V, C6 H6' _chemical_formula_sum 'C18 H25 Cl2 N2 V' _chemical_formula_weight 391.24 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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' '-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 8.1127(3) _cell_length_b 16.9371(7) _cell_length_c 14.3078(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.975(2) _cell_angle_gamma 90.00 _cell_volume 1941.90(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12849 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.786 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.57 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19466 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2240 _reflns_number_gt 1926 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'EvalCCD, Sadabs' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0309P)^2^+2.4050P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2240 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0734 _refine_ls_wR_factor_gt 0.0693 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 V1 V 0.5000 0.68314(2) 0.2500 0.01637(11) Uani 1 2 d S . . Cl1 Cl 0.28887(6) 0.74473(3) 0.15420(3) 0.03502(13) Uani 1 1 d . . . N1 N 0.65604(16) 0.65432(8) 0.13675(9) 0.0202(3) Uani 1 1 d . . . C1 C 0.5000 0.56524(12) 0.2500 0.0160(4) Uani 1 2 d S . . C2 C 0.61575(18) 0.52462(9) 0.20521(10) 0.0186(3) Uani 1 1 d . . . C3 C 0.6151(2) 0.44218(10) 0.20458(12) 0.0253(3) Uani 1 1 d . . . C4 C 0.5000 0.40240(14) 0.2500 0.0295(5) Uani 1 2 d S . . C5 C 0.7378(2) 0.57665(10) 0.16463(12) 0.0229(3) Uani 1 1 d . . . C6 C 0.5490(2) 0.64356(11) 0.04331(12) 0.0266(4) Uani 1 1 d . . . C7 C 0.7872(2) 0.71311(12) 0.12502(14) 0.0315(4) Uani 1 1 d . . . H3 H 0.690(2) 0.4137(12) 0.1732(14) 0.031(5) Uiso 1 1 d . . . H4 H 0.5000 0.3438(19) 0.2500 0.036(8) Uiso 1 2 d S . . H5A H 0.833(2) 0.5864(11) 0.2131(13) 0.025(5) Uiso 1 1 d . . . H5B H 0.778(2) 0.5539(11) 0.1118(14) 0.026(5) Uiso 1 1 d . . . H6A H 0.492(3) 0.6917(13) 0.0236(15) 0.036(6) Uiso 1 1 d . . . H6B H 0.615(2) 0.6262(12) -0.0040(14) 0.030(5) Uiso 1 1 d . . . H6C H 0.467(2) 0.6052(12) 0.0482(13) 0.026(5) Uiso 1 1 d . . . H7A H 0.865(3) 0.7186(12) 0.1841(15) 0.033(5) Uiso 1 1 d . . . H7B H 0.848(3) 0.6962(12) 0.0763(15) 0.033(5) Uiso 1 1 d . . . H7C H 0.730(3) 0.7649(13) 0.1054(15) 0.038(6) Uiso 1 1 d . . . C8 C 0.1321(2) 0.52366(13) 0.06667(13) 0.0349(4) Uani 1 1 d . . . C9 C 0.0593(2) 0.45064(13) 0.07471(13) 0.0336(4) Uani 1 1 d . . . C10 C -0.0730(2) 0.42682(12) 0.00784(14) 0.0335(4) Uani 1 1 d . . . H8 H 0.218(3) 0.5413(13) 0.1122(17) 0.045(6) Uiso 1 1 d . . . H9 H 0.095(3) 0.4198(14) 0.1239(17) 0.044(6) Uiso 1 1 d . . . H10 H -0.120(3) 0.3781(14) 0.0135(16) 0.044(6) 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 V1 0.01885(18) 0.01252(17) 0.01826(19) 0.000 0.00451(13) 0.000 Cl1 0.0395(3) 0.0357(2) 0.0300(2) 0.00812(18) 0.00565(18) 0.01877(19) N1 0.0207(6) 0.0213(6) 0.0200(7) 0.0010(5) 0.0075(5) -0.0033(5) C1 0.0165(9) 0.0145(9) 0.0169(10) 0.000 0.0024(8) 0.000 C2 0.0195(7) 0.0184(7) 0.0174(7) -0.0023(6) 0.0016(6) 0.0017(6) C3 0.0293(8) 0.0192(8) 0.0263(8) -0.0049(6) 0.0013(7) 0.0068(6) C4 0.0400(14) 0.0141(11) 0.0320(13) 0.000 -0.0019(11) 0.000 C5 0.0196(7) 0.0262(8) 0.0245(8) -0.0022(6) 0.0089(6) 0.0033(6) C6 0.0281(8) 0.0338(10) 0.0187(8) 0.0011(7) 0.0068(7) -0.0023(7) C7 0.0306(9) 0.0342(10) 0.0330(10) 0.0014(8) 0.0154(8) -0.0115(8) C8 0.0203(8) 0.0588(13) 0.0251(9) -0.0124(8) 0.0023(7) -0.0045(8) C9 0.0260(9) 0.0495(11) 0.0261(9) 0.0021(8) 0.0070(7) 0.0082(8) C10 0.0298(9) 0.0371(10) 0.0366(10) -0.0101(8) 0.0149(8) -0.0049(8) _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 V1 C1 1.997(2) . ? V1 N1 2.2596(13) 2_655 ? V1 N1 2.2597(13) . ? V1 Cl1 2.2734(4) . ? V1 Cl1 2.2734(4) 2_655 ? N1 C7 1.486(2) . ? N1 C6 1.487(2) . ? N1 C5 1.499(2) . ? C1 C2 1.3976(17) 2_655 ? C1 C2 1.3977(17) . ? C2 C3 1.396(2) . ? C2 C5 1.508(2) . ? C3 C4 1.392(2) . ? C3 H3 0.94(2) . ? C4 C3 1.392(2) 2_655 ? C4 H4 0.99(3) . ? C5 H5A 0.966(19) . ? C5 H5B 0.95(2) . ? C6 H6A 0.96(2) . ? C6 H6B 0.97(2) . ? C6 H6C 0.94(2) . ? C7 H7A 0.98(2) . ? C7 H7B 0.96(2) . ? C7 H7C 1.01(2) . ? C8 C10 1.382(3) 5_565 ? C8 C9 1.383(3) . ? C8 H8 0.93(2) . ? C9 C10 1.382(3) . ? C9 H9 0.89(2) . ? C10 C8 1.382(3) 5_565 ? C10 H10 0.92(2) . ? 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 C1 V1 N1 77.53(3) . 2_655 ? C1 V1 N1 77.53(3) . . ? N1 V1 N1 155.05(7) 2_655 . ? C1 V1 Cl1 117.315(15) . . ? N1 V1 Cl1 94.46(3) 2_655 . ? N1 V1 Cl1 96.92(4) . . ? C1 V1 Cl1 117.314(15) . 2_655 ? N1 V1 Cl1 96.92(4) 2_655 2_655 ? N1 V1 Cl1 94.46(4) . 2_655 ? Cl1 V1 Cl1 125.37(3) . 2_655 ? C7 N1 C6 107.97(13) . . ? C7 N1 C5 108.86(13) . . ? C6 N1 C5 107.68(13) . . ? C7 N1 V1 115.31(11) . . ? C6 N1 V1 110.93(10) . . ? C5 N1 V1 105.83(9) . . ? C2 C1 C2 121.02(19) 2_655 . ? C2 C1 V1 119.49(9) 2_655 . ? C2 C1 V1 119.49(10) . . ? C3 C2 C1 119.54(15) . . ? C3 C2 C5 125.73(14) . . ? C1 C2 C5 114.67(14) . . ? C4 C3 C2 118.89(16) . . ? C4 C3 H3 120.1(12) . . ? C2 C3 H3 121.0(13) . . ? C3 C4 C3 122.1(2) 2_655 . ? C3 C4 H4 118.95(11) 2_655 . ? C3 C4 H4 118.95(11) . . ? N1 C5 C2 109.00(12) . . ? N1 C5 H5A 108.1(11) . . ? C2 C5 H5A 108.7(11) . . ? N1 C5 H5B 109.7(12) . . ? C2 C5 H5B 113.3(11) . . ? H5A C5 H5B 107.9(15) . . ? N1 C6 H6A 110.3(13) . . ? N1 C6 H6B 110.9(12) . . ? H6A C6 H6B 110.1(17) . . ? N1 C6 H6C 109.8(12) . . ? H6A C6 H6C 107.4(17) . . ? H6B C6 H6C 108.3(16) . . ? N1 C7 H7A 110.2(12) . . ? N1 C7 H7B 110.0(12) . . ? H7A C7 H7B 108.5(17) . . ? N1 C7 H7C 108.0(12) . . ? H7A C7 H7C 111.4(18) . . ? H7B C7 H7C 108.8(17) . . ? C10 C8 C9 120.38(17) 5_565 . ? C10 C8 H8 118.6(14) 5_565 . ? C9 C8 H8 121.0(14) . . ? C10 C9 C8 119.94(19) . . ? C10 C9 H9 120.0(15) . . ? C8 C9 H9 120.0(15) . . ? C9 C10 C8 119.69(19) . 5_565 ? C9 C10 H10 119.4(14) . . ? C8 C10 H10 120.9(14) 5_565 . ? 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 C1 V1 N1 C7 -149.74(12) . . . . ? N1 V1 N1 C7 -149.74(12) 2_655 . . . ? Cl1 V1 N1 C7 93.73(12) . . . . ? Cl1 V1 N1 C7 -32.74(12) 2_655 . . . ? C1 V1 N1 C6 87.15(10) . . . . ? N1 V1 N1 C6 87.15(10) 2_655 . . . ? Cl1 V1 N1 C6 -29.37(11) . . . . ? Cl1 V1 N1 C6 -155.84(10) 2_655 . . . ? C1 V1 N1 C5 -29.36(9) . . . . ? N1 V1 N1 C5 -29.36(9) 2_655 . . . ? Cl1 V1 N1 C5 -145.89(9) . . . . ? Cl1 V1 N1 C5 87.65(9) 2_655 . . . ? N1 V1 C1 C2 15.16(8) 2_655 . . 2_655 ? N1 V1 C1 C2 -164.84(8) . . . 2_655 ? Cl1 V1 C1 C2 -73.44(7) . . . 2_655 ? Cl1 V1 C1 C2 106.56(7) 2_655 . . 2_655 ? N1 V1 C1 C2 -164.84(8) 2_655 . . . ? N1 V1 C1 C2 15.15(8) . . . . ? Cl1 V1 C1 C2 106.56(7) . . . . ? Cl1 V1 C1 C2 -73.44(7) 2_655 . . . ? C2 C1 C2 C3 0.46(10) 2_655 . . . ? V1 C1 C2 C3 -179.54(10) . . . . ? C2 C1 C2 C5 -176.98(14) 2_655 . . . ? V1 C1 C2 C5 3.03(14) . . . . ? C1 C2 C3 C4 -0.9(2) . . . . ? C5 C2 C3 C4 176.22(13) . . . . ? C2 C3 C4 C3 0.45(10) . . . 2_655 ? C7 N1 C5 C2 162.82(13) . . . . ? C6 N1 C5 C2 -80.38(15) . . . . ? V1 N1 C5 C2 38.31(14) . . . . ? C3 C2 C5 N1 153.13(15) . . . . ? C1 C2 C5 N1 -29.63(17) . . . . ? C10 C8 C9 C10 0.2(3) 5_565 . . . ? C8 C9 C10 C8 -0.2(3) . . . 5_565 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.683 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.054 #===END data_s3692a _database_code_depnum_ccdc_archive 'CCDC 818415' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H37 Cl N4 Ti' _chemical_formula_sum 'C24 H37 Cl N4 Ti' _chemical_formula_weight 464.93 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.1813(3) _cell_length_b 19.5313(7) _cell_length_c 15.4144(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.718(1) _cell_angle_gamma 90.00 _cell_volume 2461.97(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 22862 _cell_measurement_theta_min 1.68 _cell_measurement_theta_max 27.50 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.67 _exptl_absorpt_correction_T_max 0.95 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius COLLECT' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52409 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5662 _reflns_number_gt 4740 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'EvalCCD, Sadabs' _computing_structure_solution 'DIRDIF-99 (Beurskens et al., 1999)' _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^)+(0.0339P)^2^+1.0984P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5662 _refine_ls_number_parameters 419 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.36717(3) 0.721278(12) 0.554612(15) 0.01822(7) Uani 1 1 d . . . Cl1 Cl 0.16407(4) 0.79123(2) 0.48703(3) 0.03188(10) Uani 1 1 d . . . N1 N 0.23461(14) 0.71200(6) 0.67688(8) 0.0228(3) Uani 1 1 d . . . N2 N 0.92629(16) 0.50412(6) 0.81525(8) 0.0273(3) Uani 1 1 d . . . N3 N 0.24367(15) 0.61975(7) 0.49385(8) 0.0279(3) Uani 1 1 d . . . N4 N 0.56003(15) 0.80744(6) 0.53394(8) 0.0256(3) Uani 1 1 d . . . C1 C 0.51393(16) 0.64838(7) 0.63405(8) 0.0190(3) Uani 1 1 d . . . C2 C 0.44555(16) 0.62659(7) 0.71203(9) 0.0206(3) Uani 1 1 d . . . C3 C 0.52070(18) 0.57823(7) 0.76644(9) 0.0225(3) Uani 1 1 d . . . H3 H 0.4673(19) 0.5633(8) 0.8185(10) 0.022(4) Uiso 1 1 d . . . C4 C 0.67138(17) 0.55014(7) 0.74710(9) 0.0215(3) Uani 1 1 d . . . C5 C 0.74455(17) 0.57189(7) 0.67136(9) 0.0214(3) Uani 1 1 d . . . H5 H 0.850(2) 0.5531(8) 0.6578(11) 0.027(4) Uiso 1 1 d . . . C6 C 0.66668(17) 0.61889(7) 0.61659(9) 0.0199(3) Uani 1 1 d . . . H6 H 0.720(2) 0.6313(8) 0.5643(11) 0.028(4) Uiso 1 1 d . . . C7 C 0.28255(19) 0.65576(8) 0.73633(10) 0.0267(3) Uani 1 1 d . . . H7A H 0.196(2) 0.6210(9) 0.7319(11) 0.033(5) Uiso 1 1 d . . . H7B H 0.288(2) 0.6735(9) 0.7978(12) 0.033(5) Uiso 1 1 d . . . C8 C 0.34779(18) 0.76884(8) 0.67823(10) 0.0254(3) Uani 1 1 d . . . H8A H 0.292(2) 0.8116(9) 0.6776(11) 0.030(4) Uiso 1 1 d . . . H8B H 0.431(2) 0.7659(8) 0.7227(11) 0.029(4) Uiso 1 1 d . . . C9 C 0.06269(19) 0.73132(10) 0.68934(12) 0.0336(4) Uani 1 1 d . . . H9A H 0.051(2) 0.7470(11) 0.7481(14) 0.048(6) Uiso 1 1 d . . . H9B H -0.008(2) 0.6927(10) 0.6776(11) 0.035(5) Uiso 1 1 d . . . H9C H 0.037(2) 0.7681(10) 0.6522(13) 0.038(5) Uiso 1 1 d . . . C10 C 0.75018(19) 0.49523(8) 0.80281(10) 0.0274(3) Uani 1 1 d . . . H10A H 0.695(2) 0.4939(9) 0.8590(12) 0.038(5) Uiso 1 1 d . . . H10B H 0.732(2) 0.4504(10) 0.7755(12) 0.038(5) Uiso 1 1 d . . . C11 C 0.9630(2) 0.56349(9) 0.86917(12) 0.0348(4) Uani 1 1 d . . . H11A H 0.920(2) 0.6052(10) 0.8423(12) 0.036(5) Uiso 1 1 d . . . H11B H 1.081(3) 0.5678(10) 0.8789(12) 0.045(5) Uiso 1 1 d . . . H11C H 0.919(2) 0.5593(10) 0.9279(14) 0.049(6) Uiso 1 1 d . . . C12 C 0.9984(3) 0.44264(10) 0.85424(14) 0.0447(5) Uani 1 1 d . . . H12A H 0.947(3) 0.4313(11) 0.9115(15) 0.059(6) Uiso 1 1 d . . . H12B H 1.116(3) 0.4509(10) 0.8607(13) 0.048(6) Uiso 1 1 d . . . H12C H 0.976(3) 0.4031(11) 0.8168(14) 0.055(6) Uiso 1 1 d . . . C13 C 0.50921(17) 0.69055(8) 0.44830(9) 0.0231(3) Uani 1 1 d . . . C14 C 0.50045(19) 0.62351(8) 0.41708(9) 0.0286(3) Uani 1 1 d . . . C15 C 0.5989(2) 0.60231(11) 0.34994(11) 0.0412(4) Uani 1 1 d . . . H15 H 0.594(2) 0.5592(11) 0.3322(13) 0.048(6) Uiso 1 1 d . . . C16 C 0.7059(2) 0.64858(13) 0.31409(11) 0.0484(5) Uani 1 1 d . . . H16 H 0.775(3) 0.6336(12) 0.2689(14) 0.062(7) Uiso 1 1 d . . . C17 C 0.7119(2) 0.71597(12) 0.34152(11) 0.0426(5) Uani 1 1 d . . . H17 H 0.784(3) 0.7448(11) 0.3164(14) 0.050(6) Uiso 1 1 d . . . C18 C 0.61246(18) 0.73690(9) 0.40803(9) 0.0292(3) Uani 1 1 d . . . C19 C 0.3820(2) 0.57793(8) 0.46206(11) 0.0321(4) Uani 1 1 d . . . H19A H 0.341(2) 0.5417(10) 0.4237(12) 0.039(5) Uiso 1 1 d . . . H19B H 0.437(2) 0.5572(9) 0.5118(11) 0.029(4) Uiso 1 1 d . . . C20 C 0.1345(2) 0.63615(11) 0.41799(13) 0.0386(4) Uani 1 1 d . . . H20A H 0.097(2) 0.5944(10) 0.3908(12) 0.043(5) Uiso 1 1 d . . . H20B H 0.191(2) 0.6630(11) 0.3752(13) 0.047(6) Uiso 1 1 d . . . H20C H 0.049(2) 0.6610(10) 0.4390(12) 0.040(5) Uiso 1 1 d . . . C21 C 0.1500(3) 0.57711(11) 0.55387(14) 0.0438(5) Uani 1 1 d . . . H21A H 0.057(3) 0.6040(12) 0.5737(15) 0.063(7) Uiso 1 1 d . . . H21B H 0.223(2) 0.5633(10) 0.6053(13) 0.044(5) Uiso 1 1 d . . . H21C H 0.113(3) 0.5354(11) 0.5245(13) 0.053(6) Uiso 1 1 d . . . C22 C 0.6003(2) 0.80860(9) 0.44031(11) 0.0342(4) Uani 1 1 d . . . H22A H 0.697(3) 0.8353(10) 0.4322(12) 0.044(5) Uiso 1 1 d . . . H22B H 0.509(2) 0.8329(10) 0.4104(13) 0.045(5) Uiso 1 1 d . . . C23 C 0.71230(19) 0.78988(8) 0.58362(11) 0.0271(3) Uani 1 1 d . . . H23A H 0.757(2) 0.7487(9) 0.5608(10) 0.025(4) Uiso 1 1 d . . . H23B H 0.686(2) 0.7838(9) 0.6428(13) 0.035(5) Uiso 1 1 d . . . H23C H 0.796(2) 0.8263(9) 0.5757(11) 0.034(5) Uiso 1 1 d . . . C24 C 0.5116(2) 0.87736(9) 0.56025(15) 0.0407(4) Uani 1 1 d . . . H24A H 0.596(2) 0.9104(10) 0.5413(12) 0.043(5) Uiso 1 1 d . . . H24B H 0.508(3) 0.8776(11) 0.6269(15) 0.058(6) Uiso 1 1 d . . . H24C H 0.406(3) 0.8877(10) 0.5333(13) 0.047(6) 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 0.01380(12) 0.02051(13) 0.02026(12) 0.00128(9) -0.00096(9) 0.00074(9) Cl1 0.02342(18) 0.0346(2) 0.0372(2) 0.00508(16) -0.00636(15) 0.00726(15) N1 0.0150(6) 0.0294(6) 0.0242(6) -0.0010(5) 0.0025(5) 0.0033(5) N2 0.0284(7) 0.0266(6) 0.0267(6) 0.0034(5) -0.0021(5) 0.0083(5) N3 0.0248(6) 0.0288(7) 0.0299(7) -0.0018(5) -0.0045(5) -0.0062(5) N4 0.0216(6) 0.0224(6) 0.0325(7) 0.0031(5) -0.0033(5) -0.0010(5) C1 0.0174(6) 0.0202(6) 0.0193(6) -0.0013(5) -0.0003(5) -0.0013(5) C2 0.0180(6) 0.0235(7) 0.0201(6) -0.0026(5) -0.0003(5) -0.0017(5) C3 0.0244(7) 0.0246(7) 0.0185(7) 0.0007(5) 0.0019(5) -0.0038(6) C4 0.0229(7) 0.0180(6) 0.0233(7) 0.0001(5) -0.0042(5) -0.0022(5) C5 0.0176(7) 0.0206(7) 0.0260(7) -0.0015(5) -0.0001(5) 0.0005(5) C6 0.0179(6) 0.0219(7) 0.0200(7) 0.0013(5) 0.0013(5) -0.0010(5) C7 0.0210(7) 0.0359(8) 0.0236(7) 0.0036(6) 0.0046(6) 0.0018(6) C8 0.0205(7) 0.0272(8) 0.0283(8) -0.0051(6) 0.0001(6) 0.0019(6) C9 0.0179(7) 0.0449(10) 0.0382(9) -0.0014(8) 0.0045(6) 0.0068(7) C10 0.0309(8) 0.0213(7) 0.0300(8) 0.0059(6) -0.0010(6) 0.0006(6) C11 0.0340(9) 0.0369(9) 0.0330(9) -0.0007(7) -0.0069(7) 0.0013(7) C12 0.0476(12) 0.0397(10) 0.0462(11) 0.0092(9) -0.0051(9) 0.0194(9) C13 0.0190(7) 0.0320(8) 0.0181(6) 0.0007(6) -0.0028(5) 0.0021(6) C14 0.0268(8) 0.0369(8) 0.0217(7) -0.0049(6) -0.0063(6) 0.0075(6) C15 0.0399(10) 0.0556(12) 0.0275(8) -0.0148(8) -0.0073(7) 0.0190(9) C16 0.0323(9) 0.0911(16) 0.0220(8) -0.0064(9) 0.0046(7) 0.0194(10) C17 0.0256(8) 0.0784(15) 0.0241(8) 0.0075(9) 0.0048(6) -0.0016(9) C18 0.0207(7) 0.0471(9) 0.0197(7) 0.0068(6) -0.0022(5) -0.0016(7) C19 0.0379(9) 0.0250(8) 0.0328(8) -0.0085(7) -0.0080(7) 0.0004(7) C20 0.0301(9) 0.0444(10) 0.0403(10) -0.0073(9) -0.0152(8) -0.0038(8) C21 0.0423(11) 0.0414(10) 0.0476(11) -0.0013(9) 0.0017(9) -0.0236(9) C22 0.0308(9) 0.0385(9) 0.0332(8) 0.0154(7) -0.0025(7) -0.0104(7) C23 0.0204(7) 0.0279(8) 0.0327(8) 0.0000(6) -0.0042(6) -0.0046(6) C24 0.0336(9) 0.0216(8) 0.0667(13) -0.0007(8) -0.0043(9) -0.0017(7) _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 C13 2.1237(14) . ? Ti1 C8 2.1300(15) . ? Ti1 C1 2.2090(13) . ? Ti1 N1 2.2099(12) . ? Ti1 N4 2.3353(12) . ? Ti1 Cl1 2.3684(4) . ? Ti1 N3 2.4028(13) . ? N1 C8 1.4454(19) . ? N1 C9 1.4744(19) . ? N1 C7 1.4759(19) . ? N2 C11 1.453(2) . ? N2 C10 1.458(2) . ? N2 C12 1.459(2) . ? N3 C21 1.476(2) . ? N3 C20 1.485(2) . ? N3 C19 1.491(2) . ? N4 C24 1.482(2) . ? N4 C23 1.4828(19) . ? N4 C22 1.490(2) . ? C1 C2 1.4069(19) . ? C1 C6 1.4092(19) . ? C2 C3 1.394(2) . ? C2 C7 1.508(2) . ? C3 C4 1.390(2) . ? C3 H3 0.970(16) . ? C4 C5 1.394(2) . ? C4 C10 1.5066(19) . ? C5 C6 1.3889(19) . ? C5 H5 0.964(17) . ? C6 H6 0.960(17) . ? C7 H7A 0.981(19) . ? C7 H7B 1.008(18) . ? C8 H8A 0.952(18) . ? C8 H8B 0.955(18) . ? C9 H9A 0.96(2) . ? C9 H9B 0.965(19) . ? C9 H9C 0.94(2) . ? C10 H10A 0.989(19) . ? C10 H10B 0.982(19) . ? C11 H11A 0.976(19) . ? C11 H11B 0.98(2) . ? C11 H11C 0.99(2) . ? C12 H12A 1.01(2) . ? C12 H12B 0.98(2) . ? C12 H12C 0.98(2) . ? C13 C14 1.396(2) . ? C13 C18 1.396(2) . ? C14 C15 1.393(2) . ? C14 C19 1.501(2) . ? C15 C16 1.385(3) . ? C15 H15 0.88(2) . ? C16 C17 1.383(3) . ? C16 H16 0.96(2) . ? C17 C18 1.389(2) . ? C17 H17 0.91(2) . ? C18 C22 1.490(3) . ? C19 H19A 0.975(19) . ? C19 H19B 0.966(18) . ? C20 H20A 0.96(2) . ? C20 H20B 0.97(2) . ? C20 H20C 0.92(2) . ? C21 H21A 0.98(2) . ? C21 H21B 1.02(2) . ? C21 H21C 0.98(2) . ? C22 H22A 0.96(2) . ? C22 H22B 0.99(2) . ? C23 H23A 0.955(18) . ? C23 H23B 0.950(19) . ? C23 H23C 0.994(19) . ? C24 H24A 0.99(2) . ? C24 H24B 1.03(2) . ? C24 H24C 0.97(2) . ? 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 C13 Ti1 C8 150.54(6) . . ? C13 Ti1 C1 86.83(5) . . ? C8 Ti1 C1 80.74(5) . . ? C13 Ti1 N1 158.24(5) . . ? C8 Ti1 N1 38.85(5) . . ? C1 Ti1 N1 75.34(5) . . ? C13 Ti1 N4 73.19(5) . . ? C8 Ti1 N4 82.91(5) . . ? C1 Ti1 N4 100.48(5) . . ? N1 Ti1 N4 121.76(5) . . ? C13 Ti1 Cl1 102.51(4) . . ? C8 Ti1 Cl1 94.12(4) . . ? C1 Ti1 Cl1 168.00(4) . . ? N1 Ti1 Cl1 93.82(3) . . ? N4 Ti1 Cl1 89.56(3) . . ? C13 Ti1 N3 72.51(5) . . ? C8 Ti1 N3 131.83(5) . . ? C1 Ti1 N3 84.22(5) . . ? N1 Ti1 N3 93.06(5) . . ? N4 Ti1 N3 145.03(5) . . ? Cl1 Ti1 N3 91.34(3) . . ? C8 N1 C9 114.50(13) . . ? C8 N1 C7 113.86(12) . . ? C9 N1 C7 110.26(12) . . ? C8 N1 Ti1 67.59(7) . . ? C9 N1 Ti1 125.77(10) . . ? C7 N1 Ti1 117.55(9) . . ? C11 N2 C10 110.90(13) . . ? C11 N2 C12 110.32(14) . . ? C10 N2 C12 109.98(14) . . ? C21 N3 C20 107.68(14) . . ? C21 N3 C19 108.10(14) . . ? C20 N3 C19 107.71(13) . . ? C21 N3 Ti1 116.19(11) . . ? C20 N3 Ti1 111.41(10) . . ? C19 N3 Ti1 105.41(9) . . ? C24 N4 C23 107.42(13) . . ? C24 N4 C22 108.65(14) . . ? C23 N4 C22 107.28(13) . . ? C24 N4 Ti1 116.06(10) . . ? C23 N4 Ti1 108.87(9) . . ? C22 N4 Ti1 108.24(9) . . ? C2 C1 C6 114.65(12) . . ? C2 C1 Ti1 116.43(10) . . ? C6 C1 Ti1 128.90(10) . . ? C3 C2 C1 122.66(13) . . ? C3 C2 C7 118.95(12) . . ? C1 C2 C7 118.38(12) . . ? C4 C3 C2 121.10(13) . . ? C4 C3 H3 118.9(9) . . ? C2 C3 H3 120.0(9) . . ? C3 C4 C5 117.72(13) . . ? C3 C4 C10 121.73(13) . . ? C5 C4 C10 120.48(13) . . ? C6 C5 C4 120.66(13) . . ? C6 C5 H5 121.0(10) . . ? C4 C5 H5 118.3(10) . . ? C5 C6 C1 123.18(13) . . ? C5 C6 H6 117.6(10) . . ? C1 C6 H6 119.2(10) . . ? N1 C7 C2 110.33(12) . . ? N1 C7 H7A 107.1(10) . . ? C2 C7 H7A 111.3(10) . . ? N1 C7 H7B 109.3(10) . . ? C2 C7 H7B 110.4(10) . . ? H7A C7 H7B 108.3(14) . . ? N1 C8 Ti1 73.56(8) . . ? N1 C8 H8A 111.4(10) . . ? Ti1 C8 H8A 114.9(10) . . ? N1 C8 H8B 114.1(10) . . ? Ti1 C8 H8B 123.1(10) . . ? H8A C8 H8B 113.2(14) . . ? N1 C9 H9A 109.0(12) . . ? N1 C9 H9B 110.2(11) . . ? H9A C9 H9B 110.4(16) . . ? N1 C9 H9C 108.3(12) . . ? H9A C9 H9C 107.7(17) . . ? H9B C9 H9C 111.2(16) . . ? N2 C10 C4 113.23(12) . . ? N2 C10 H10A 111.4(11) . . ? C4 C10 H10A 108.5(11) . . ? N2 C10 H10B 107.5(11) . . ? C4 C10 H10B 109.4(11) . . ? H10A C10 H10B 106.5(15) . . ? N2 C11 H11A 110.9(11) . . ? N2 C11 H11B 110.0(12) . . ? H11A C11 H11B 109.9(16) . . ? N2 C11 H11C 112.5(12) . . ? H11A C11 H11C 108.6(16) . . ? H11B C11 H11C 104.6(16) . . ? N2 C12 H12A 111.5(13) . . ? N2 C12 H12B 106.9(12) . . ? H12A C12 H12B 112.3(17) . . ? N2 C12 H12C 109.9(13) . . ? H12A C12 H12C 105.5(18) . . ? H12B C12 H12C 110.9(18) . . ? C14 C13 C18 118.70(14) . . ? C14 C13 Ti1 120.49(11) . . ? C18 C13 Ti1 120.80(11) . . ? C15 C14 C13 120.67(17) . . ? C15 C14 C19 124.22(16) . . ? C13 C14 C19 115.10(13) . . ? C16 C15 C14 119.27(18) . . ? C16 C15 H15 121.4(14) . . ? C14 C15 H15 119.3(14) . . ? C17 C16 C15 121.08(17) . . ? C17 C16 H16 119.8(14) . . ? C15 C16 H16 119.1(14) . . ? C16 C17 C18 119.30(18) . . ? C16 C17 H17 118.5(14) . . ? C18 C17 H17 122.1(14) . . ? C17 C18 C13 120.85(17) . . ? C17 C18 C22 124.69(16) . . ? C13 C18 C22 114.42(14) . . ? N3 C19 C14 109.51(13) . . ? N3 C19 H19A 110.2(11) . . ? C14 C19 H19A 111.5(11) . . ? N3 C19 H19B 107.9(10) . . ? C14 C19 H19B 109.0(10) . . ? H19A C19 H19B 108.7(15) . . ? N3 C20 H20A 109.7(11) . . ? N3 C20 H20B 111.5(12) . . ? H20A C20 H20B 108.3(16) . . ? N3 C20 H20C 106.5(12) . . ? H20A C20 H20C 111.1(16) . . ? H20B C20 H20C 109.6(17) . . ? N3 C21 H21A 108.3(14) . . ? N3 C21 H21B 109.5(11) . . ? H21A C21 H21B 110.1(17) . . ? N3 C21 H21C 109.8(12) . . ? H21A C21 H21C 111.2(18) . . ? H21B C21 H21C 107.9(16) . . ? N4 C22 C18 109.15(12) . . ? N4 C22 H22A 110.0(12) . . ? C18 C22 H22A 113.8(12) . . ? N4 C22 H22B 105.9(11) . . ? C18 C22 H22B 110.7(11) . . ? H22A C22 H22B 107.0(16) . . ? N4 C23 H23A 109.2(10) . . ? N4 C23 H23B 108.4(11) . . ? H23A C23 H23B 110.3(14) . . ? N4 C23 H23C 109.8(10) . . ? H23A C23 H23C 106.6(14) . . ? H23B C23 H23C 112.4(15) . . ? N4 C24 H24A 109.0(11) . . ? N4 C24 H24B 107.1(12) . . ? H24A C24 H24B 109.2(17) . . ? N4 C24 H24C 108.5(12) . . ? H24A C24 H24C 110.8(16) . . ? H24B C24 H24C 112.2(17) . . ? 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 C13 Ti1 N1 C8 129.33(14) . . . . ? C1 Ti1 N1 C8 93.41(9) . . . . ? N4 Ti1 N1 C8 0.02(9) . . . . ? Cl1 Ti1 N1 C8 -91.82(8) . . . . ? N3 Ti1 N1 C8 176.63(8) . . . . ? C13 Ti1 N1 C9 -125.85(16) . . . . ? C8 Ti1 N1 C9 104.82(15) . . . . ? C1 Ti1 N1 C9 -161.77(14) . . . . ? N4 Ti1 N1 C9 104.84(13) . . . . ? Cl1 Ti1 N1 C9 12.99(13) . . . . ? N3 Ti1 N1 C9 -78.55(13) . . . . ? C13 Ti1 N1 C7 23.17(19) . . . . ? C8 Ti1 N1 C7 -106.16(13) . . . . ? C1 Ti1 N1 C7 -12.75(10) . . . . ? N4 Ti1 N1 C7 -106.14(11) . . . . ? Cl1 Ti1 N1 C7 162.02(10) . . . . ? N3 Ti1 N1 C7 70.47(11) . . . . ? C13 Ti1 N3 C21 153.10(14) . . . . ? C8 Ti1 N3 C21 -7.46(15) . . . . ? C1 Ti1 N3 C21 64.62(13) . . . . ? N1 Ti1 N3 C21 -10.30(13) . . . . ? N4 Ti1 N3 C21 164.66(12) . . . . ? Cl1 Ti1 N3 C21 -104.20(13) . . . . ? C13 Ti1 N3 C20 -83.10(12) . . . . ? C8 Ti1 N3 C20 116.34(12) . . . . ? C1 Ti1 N3 C20 -171.58(12) . . . . ? N1 Ti1 N3 C20 113.50(12) . . . . ? N4 Ti1 N3 C20 -71.54(14) . . . . ? Cl1 Ti1 N3 C20 19.60(11) . . . . ? C13 Ti1 N3 C19 33.45(10) . . . . ? C8 Ti1 N3 C19 -127.11(10) . . . . ? C1 Ti1 N3 C19 -55.03(10) . . . . ? N1 Ti1 N3 C19 -129.95(10) . . . . ? N4 Ti1 N3 C19 45.01(13) . . . . ? Cl1 Ti1 N3 C19 136.15(9) . . . . ? C13 Ti1 N4 C24 151.50(13) . . . . ? C8 Ti1 N4 C24 -45.92(12) . . . . ? C1 Ti1 N4 C24 -125.09(12) . . . . ? N1 Ti1 N4 C24 -45.94(13) . . . . ? Cl1 Ti1 N4 C24 48.29(12) . . . . ? N3 Ti1 N4 C24 139.99(12) . . . . ? C13 Ti1 N4 C23 -87.21(10) . . . . ? C8 Ti1 N4 C23 75.37(10) . . . . ? C1 Ti1 N4 C23 -3.80(11) . . . . ? N1 Ti1 N4 C23 75.35(11) . . . . ? Cl1 Ti1 N4 C23 169.57(10) . . . . ? N3 Ti1 N4 C23 -98.73(12) . . . . ? C13 Ti1 N4 C22 29.08(10) . . . . ? C8 Ti1 N4 C22 -168.34(11) . . . . ? C1 Ti1 N4 C22 112.50(10) . . . . ? N1 Ti1 N4 C22 -168.35(9) . . . . ? Cl1 Ti1 N4 C22 -74.13(10) . . . . ? N3 Ti1 N4 C22 17.57(14) . . . . ? C13 Ti1 C1 C2 -159.82(11) . . . . ? C8 Ti1 C1 C2 46.99(10) . . . . ? N1 Ti1 C1 C2 7.61(10) . . . . ? N4 Ti1 C1 C2 127.93(10) . . . . ? Cl1 Ti1 C1 C2 -18.4(3) . . . . ? N3 Ti1 C1 C2 -87.09(10) . . . . ? C13 Ti1 C1 C6 18.49(12) . . . . ? C8 Ti1 C1 C6 -134.71(13) . . . . ? N1 Ti1 C1 C6 -174.09(13) . . . . ? N4 Ti1 C1 C6 -53.76(13) . . . . ? Cl1 Ti1 C1 C6 159.94(13) . . . . ? N3 Ti1 C1 C6 91.22(12) . . . . ? C6 C1 C2 C3 -1.7(2) . . . . ? Ti1 C1 C2 C3 176.81(10) . . . . ? C6 C1 C2 C7 179.66(13) . . . . ? Ti1 C1 C2 C7 -1.79(17) . . . . ? C1 C2 C3 C4 1.8(2) . . . . ? C7 C2 C3 C4 -179.63(13) . . . . ? C2 C3 C4 C5 -0.1(2) . . . . ? C2 C3 C4 C10 -176.84(13) . . . . ? C3 C4 C5 C6 -1.4(2) . . . . ? C10 C4 C5 C6 175.34(13) . . . . ? C4 C5 C6 C1 1.4(2) . . . . ? C2 C1 C6 C5 0.2(2) . . . . ? Ti1 C1 C6 C5 -178.18(10) . . . . ? C8 N1 C7 C2 -60.85(16) . . . . ? C9 N1 C7 C2 168.86(13) . . . . ? Ti1 N1 C7 C2 15.29(16) . . . . ? C3 C2 C7 N1 172.73(12) . . . . ? C1 C2 C7 N1 -8.61(19) . . . . ? C9 N1 C8 Ti1 -120.46(12) . . . . ? C7 N1 C8 Ti1 111.39(10) . . . . ? C13 Ti1 C8 N1 -144.34(11) . . . . ? C1 Ti1 C8 N1 -78.09(8) . . . . ? N4 Ti1 C8 N1 -179.98(8) . . . . ? Cl1 Ti1 C8 N1 90.98(7) . . . . ? N3 Ti1 C8 N1 -4.52(11) . . . . ? C11 N2 C10 C4 69.17(17) . . . . ? C12 N2 C10 C4 -168.53(14) . . . . ? C3 C4 C10 N2 -139.76(14) . . . . ? C5 C4 C10 N2 43.60(19) . . . . ? C8 Ti1 C13 C14 129.77(13) . . . . ? C1 Ti1 C13 C14 64.98(11) . . . . ? N1 Ti1 C13 C14 30.3(2) . . . . ? N4 Ti1 C13 C14 166.93(12) . . . . ? Cl1 Ti1 C13 C14 -107.39(11) . . . . ? N3 Ti1 C13 C14 -19.96(11) . . . . ? C8 Ti1 C13 C18 -50.52(18) . . . . ? C1 Ti1 C13 C18 -115.31(12) . . . . ? N1 Ti1 C13 C18 -149.95(12) . . . . ? N4 Ti1 C13 C18 -13.36(11) . . . . ? Cl1 Ti1 C13 C18 72.32(11) . . . . ? N3 Ti1 C13 C18 159.75(12) . . . . ? C18 C13 C14 C15 3.2(2) . . . . ? Ti1 C13 C14 C15 -177.08(11) . . . . ? C18 C13 C14 C19 -177.87(13) . . . . ? Ti1 C13 C14 C19 1.84(17) . . . . ? C13 C14 C15 C16 -0.1(2) . . . . ? C19 C14 C15 C16 -178.93(15) . . . . ? C14 C15 C16 C17 -2.6(3) . . . . ? C15 C16 C17 C18 2.1(3) . . . . ? C16 C17 C18 C13 1.1(2) . . . . ? C16 C17 C18 C22 -176.48(16) . . . . ? C14 C13 C18 C17 -3.7(2) . . . . ? Ti1 C13 C18 C17 176.56(12) . . . . ? C14 C13 C18 C22 174.12(13) . . . . ? Ti1 C13 C18 C22 -5.59(17) . . . . ? C21 N3 C19 C14 -167.56(13) . . . . ? C20 N3 C19 C14 76.36(15) . . . . ? Ti1 N3 C19 C14 -42.68(13) . . . . ? C15 C14 C19 N3 -150.86(15) . . . . ? C13 C14 C19 N3 30.26(18) . . . . ? C24 N4 C22 C18 -167.35(13) . . . . ? C23 N4 C22 C18 76.81(15) . . . . ? Ti1 N4 C22 C18 -40.51(14) . . . . ? C17 C18 C22 N4 -150.34(15) . . . . ? C13 C18 C22 N4 31.90(18) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.304 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.046 #===END