# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_2a _database_code_depnum_ccdc_archive 'CCDC 903413' #TrackingRef '14293_web_deposit_cif_file_0_HayatoTsurugi_1348709885.CpMpyr.cif' _chemical_name_common 2a _chemical_melting_point ? _chemical_formula_moiety 'C24 H32 N2 O Ti' _chemical_formula_sum 'C24 H32 N2 O Ti' _chemical_formula_weight 412.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9587(7) _cell_length_b 14.3777(13) _cell_length_c 17.7595(14) _cell_angle_alpha 73.418(3) _cell_angle_beta 81.473(3) _cell_angle_gamma 81.371(3) _cell_volume 2154.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(1) _cell_measurement_reflns_used 29520 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 27.49 _exptl_crystal_description platelet _exptl_crystal_colour orange _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7435 _exptl_absorpt_correction_T_max 0.9517 _exptl_absorpt_process_details ; Higashi, T. (1995). ABSCOR - Program for Absorption Correction, Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; Indexing was performed from 3 oscillations which were exposed for 1.0 minunite. The camera radiuswas 127.40 mm. Readout performed in the 0.100 mm pixel mode. A total of 180 images, corresponding to 540.0 deg. osillation angles, were collected with 3 different goniometer setting. Exposure time was 2.0 minunites per degree. The camera radiuswas 127.40 mm. Readout performed in the 0.100 mm pixel mode. ; _diffrn_ambient_temperature 120(1) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40235 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0584 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9829 _reflns_number_gt 4112 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku/RAPID Diffractometer Control' _computing_cell_refinement 'Rigaku/RAPID Diffractometer Control' _computing_data_reduction 'teXsan: PROCESS (MSC)' _computing_structure_solution 'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)' _computing_publication_material 'SHELXL-97 and modified' _computing_molecular_graphics 'Ortep-3 (Louis J. Farrugia, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1999)' _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^)+(0.0780P)^2^+1.0182P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9829 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1394 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1785 _refine_ls_wR_factor_gt 0.1492 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 0.15868(10) 0.76558(7) 0.68858(6) 0.0245(2) Uani 1 1 d . . . Ti2 Ti 0.34099(10) 0.23464(7) 0.81127(6) 0.0248(2) Uani 1 1 d . . . O1 O 0.7449(4) 0.4578(3) 0.9273(2) 0.0329(10) Uani 1 1 d . . . O2 O -0.2425(4) 0.5418(3) 0.5741(2) 0.0364(10) Uani 1 1 d . . . N1 N 0.1990(5) 0.7427(3) 0.5756(3) 0.0315(11) Uani 1 1 d . . . N2 N 0.3646(5) 0.6487(3) 0.6937(3) 0.0242(10) Uani 1 1 d . . . N3 N 0.2988(5) 0.2599(3) 0.9263(2) 0.0245(10) Uani 1 1 d . . . N4 N 0.1372(5) 0.3503(3) 0.8068(3) 0.0260(11) Uani 1 1 d . . . C1 C 0.2017(6) 0.9300(4) 0.6305(4) 0.0354(15) Uani 1 1 d . . . C2 C 0.0794(6) 0.9309(4) 0.6885(4) 0.0323(14) Uani 1 1 d . . . C3 C 0.1273(6) 0.8840(4) 0.7632(4) 0.0334(14) Uani 1 1 d . . . C4 C 0.2873(7) 0.8535(4) 0.7526(3) 0.0344(14) Uani 1 1 d . . . C5 C 0.3355(6) 0.8827(4) 0.6674(4) 0.0335(14) Uani 1 1 d . . . C6 C 0.2066(7) 0.9777(4) 0.5434(3) 0.0384(15) Uani 1 1 d . . . H6A H 0.3085 0.9632 0.5176 0.058 Uiso 1 1 calc R . . H6B H 0.1825 1.0485 0.5344 0.058 Uiso 1 1 calc R . . H6C H 0.1320 0.9525 0.5214 0.058 Uiso 1 1 calc R . . C7 C -0.0698(7) 0.9857(4) 0.6743(4) 0.0484(18) Uani 1 1 d . . . H7A H -0.1369 0.9753 0.7241 0.073 Uiso 1 1 calc R . . H7B H -0.1136 0.9630 0.6362 0.073 Uiso 1 1 calc R . . H7C H -0.0588 1.0554 0.6530 0.073 Uiso 1 1 calc R . . C8 C 0.0362(7) 0.8749(5) 0.8415(4) 0.0490(18) Uani 1 1 d . . . H8A H 0.0989 0.8377 0.8834 0.074 Uiso 1 1 calc R . . H8B H -0.0522 0.8409 0.8441 0.074 Uiso 1 1 calc R . . H8C H 0.0019 0.9401 0.8487 0.074 Uiso 1 1 calc R . . C9 C 0.3927(7) 0.8055(4) 0.8142(3) 0.0387(15) Uani 1 1 d . . . H9A H 0.4949 0.7918 0.7883 0.058 Uiso 1 1 calc R . . H9B H 0.3564 0.7442 0.8471 0.058 Uiso 1 1 calc R . . H9C H 0.3957 0.8491 0.8473 0.058 Uiso 1 1 calc R . . C10 C 0.4966(6) 0.8692(4) 0.6273(4) 0.0397(16) Uani 1 1 d . . . H10A H 0.5646 0.8336 0.6672 0.060 Uiso 1 1 calc R . . H10B H 0.5306 0.9333 0.6003 0.060 Uiso 1 1 calc R . . H10C H 0.4984 0.8320 0.5887 0.060 Uiso 1 1 calc R . . C11 C 0.0861(6) 0.6714(4) 0.8007(3) 0.0299(13) Uani 1 1 d . . . H11A H 0.1726 0.6481 0.8319 0.045 Uiso 1 1 calc R . . H11B H 0.0462 0.6155 0.7928 0.045 Uiso 1 1 calc R . . H11C H 0.0064 0.7074 0.8290 0.045 Uiso 1 1 calc R . . C12 C -0.0704(6) 0.7756(4) 0.6687(3) 0.0324(13) Uani 1 1 d . . . H12A H -0.0852 0.8188 0.6160 0.049 Uiso 1 1 calc R . . H12B H -0.1362 0.8021 0.7087 0.049 Uiso 1 1 calc R . . H12C H -0.0961 0.7105 0.6722 0.049 Uiso 1 1 calc R . . C13 C 0.1340(6) 0.7709(4) 0.5063(4) 0.0360(15) Uani 1 1 d . . . H13 H 0.0481 0.8184 0.4964 0.043 Uiso 1 1 calc R . . C14 C 0.2100(6) 0.7209(4) 0.4515(3) 0.0342(14) Uani 1 1 d . . . H14 H 0.1857 0.7282 0.3997 0.041 Uiso 1 1 calc R . . C15 C 0.3288(6) 0.6580(4) 0.4888(3) 0.0340(14) Uani 1 1 d . . . H15 H 0.4001 0.6134 0.4678 0.041 Uiso 1 1 calc R . . C16 C 0.3211(6) 0.6742(4) 0.5631(3) 0.0282(13) Uani 1 1 d . . . C17 C 0.4050(6) 0.6273(4) 0.6277(3) 0.0272(13) Uani 1 1 d . . . H17 H 0.4901 0.5806 0.6223 0.033 Uiso 1 1 calc R . . C18 C 0.4578(6) 0.5992(4) 0.7554(3) 0.0254(12) Uani 1 1 d . . . C19 C 0.6028(6) 0.6231(4) 0.7501(3) 0.0303(13) Uani 1 1 d . . . H19 H 0.6402 0.6722 0.7060 0.036 Uiso 1 1 calc R . . C20 C 0.6958(6) 0.5743(4) 0.8104(3) 0.0330(14) Uani 1 1 d . . . H20 H 0.7949 0.5920 0.8074 0.040 Uiso 1 1 calc R . . C21 C 0.6443(6) 0.5020(4) 0.8729(3) 0.0305(13) Uani 1 1 d . . . C22 C 0.4960(6) 0.4771(4) 0.8777(4) 0.0326(14) Uani 1 1 d . . . H22 H 0.4582 0.4273 0.9212 0.039 Uiso 1 1 calc R . . C23 C 0.4048(6) 0.5272(4) 0.8170(3) 0.0320(14) Uani 1 1 d . . . H23 H 0.3053 0.5104 0.8193 0.038 Uiso 1 1 calc R . . C24 C 0.7018(7) 0.3751(4) 0.9865(3) 0.0378(15) Uani 1 1 d . . . H24A H 0.7819 0.3498 1.0215 0.057 Uiso 1 1 calc R . . H24B H 0.6861 0.3248 0.9621 0.057 Uiso 1 1 calc R . . H24C H 0.6072 0.3931 1.0172 0.057 Uiso 1 1 calc R . . C25 C 0.2891(6) 0.0712(4) 0.8701(3) 0.0274(12) Uani 1 1 d . . . C26 C 0.4193(7) 0.0683(4) 0.8122(4) 0.0339(14) Uani 1 1 d . . . C27 C 0.3659(7) 0.1176(4) 0.7375(3) 0.0333(14) Uani 1 1 d . . . C28 C 0.2109(6) 0.1467(4) 0.7509(3) 0.0312(14) Uani 1 1 d . . . C29 C 0.1651(6) 0.1202(4) 0.8310(3) 0.0277(13) Uani 1 1 d . . . C30 C 0.2859(7) 0.0224(5) 0.9572(3) 0.0436(17) Uani 1 1 d . . . H30A H 0.3887 -0.0062 0.9696 0.065 Uiso 1 1 calc R . . H30B H 0.2185 -0.0292 0.9720 0.065 Uiso 1 1 calc R . . H30C H 0.2485 0.0707 0.9869 0.065 Uiso 1 1 calc R . . C31 C 0.5779(6) 0.0140(4) 0.8241(4) 0.0455(17) Uani 1 1 d . . . H31A H 0.5863 -0.0131 0.8808 0.068 Uiso 1 1 calc R . . H31B H 0.6542 0.0594 0.8009 0.068 Uiso 1 1 calc R . . H31C H 0.5948 -0.0391 0.7984 0.068 Uiso 1 1 calc R . . C32 C 0.4607(7) 0.1230(5) 0.6589(4) 0.0464(17) Uani 1 1 d . . . H32A H 0.5666 0.0984 0.6677 0.070 Uiso 1 1 calc R . . H32B H 0.4553 0.1909 0.6266 0.070 Uiso 1 1 calc R . . H32C H 0.4219 0.0830 0.6314 0.070 Uiso 1 1 calc R . . C33 C 0.1200(7) 0.1931(5) 0.6823(4) 0.0454(17) Uani 1 1 d . . . H33A H 0.1879 0.2017 0.6328 0.068 Uiso 1 1 calc R . . H33B H 0.0695 0.2569 0.6870 0.068 Uiso 1 1 calc R . . H33C H 0.0435 0.1510 0.6824 0.068 Uiso 1 1 calc R . . C34 C 0.0117(6) 0.1335(4) 0.8736(3) 0.0353(14) Uani 1 1 d . . . H34A H 0.0166 0.1070 0.9306 0.053 Uiso 1 1 calc R . . H34B H -0.0578 0.0991 0.8565 0.053 Uiso 1 1 calc R . . H34C H -0.0252 0.2032 0.8620 0.053 Uiso 1 1 calc R . . C35 C 0.5774(6) 0.2237(4) 0.8296(4) 0.0342(14) Uani 1 1 d . . . H35A H 0.5936 0.1805 0.8821 0.051 Uiso 1 1 calc R . . H35B H 0.6041 0.2887 0.8257 0.051 Uiso 1 1 calc R . . H35C H 0.6416 0.1970 0.7892 0.051 Uiso 1 1 calc R . . C36 C 0.4136(6) 0.3284(4) 0.7009(3) 0.0296(13) Uani 1 1 d . . . H36A H 0.3273 0.3526 0.6698 0.044 Uiso 1 1 calc R . . H36B H 0.4928 0.2925 0.6724 0.044 Uiso 1 1 calc R . . H36C H 0.4545 0.3837 0.7093 0.044 Uiso 1 1 calc R . . C37 C 0.3691(6) 0.2307(4) 0.9932(3) 0.0314(13) Uani 1 1 d . . . H37 H 0.4563 0.1841 1.0014 0.038 Uiso 1 1 calc R . . C38 C 0.2960(7) 0.2782(5) 1.0470(4) 0.0401(16) Uani 1 1 d . . . H38 H 0.3228 0.2701 1.0985 0.048 Uiso 1 1 calc R . . C39 C 0.1757(7) 0.3405(4) 1.0132(3) 0.0349(14) Uani 1 1 d . . . H39 H 0.1046 0.3833 1.0363 0.042 Uiso 1 1 calc R . . C40 C 0.1808(6) 0.3272(4) 0.9382(3) 0.0266(12) Uani 1 1 d . . . C41 C 0.0958(6) 0.3719(4) 0.8744(3) 0.0272(13) Uani 1 1 d . . . H41 H 0.0091 0.4173 0.8801 0.033 Uiso 1 1 calc R . . C42 C 0.0429(6) 0.3996(4) 0.7449(3) 0.0243(12) Uani 1 1 d . . . C43 C -0.1071(6) 0.3768(4) 0.7492(3) 0.0280(12) Uani 1 1 d . . . H43 H -0.1456 0.3277 0.7930 0.034 Uiso 1 1 calc R . . C44 C -0.1954(6) 0.4240(4) 0.6920(3) 0.0285(13) Uani 1 1 d . . . H44 H -0.2952 0.4072 0.6952 0.034 Uiso 1 1 calc R . . C45 C -0.1415(6) 0.4979(4) 0.6273(3) 0.0262(12) Uani 1 1 d . . . C46 C 0.0020(6) 0.5226(4) 0.6218(3) 0.0252(12) Uani 1 1 d . . . H46 H 0.0379 0.5732 0.5784 0.030 Uiso 1 1 calc R . . C47 C 0.0938(6) 0.4739(3) 0.6792(3) 0.0256(12) Uani 1 1 d . . . H47 H 0.1940 0.4906 0.6746 0.031 Uiso 1 1 calc R . . C48 C -0.2010(7) 0.6261(5) 0.5109(4) 0.0418(16) Uani 1 1 d . . . H48A H -0.2832 0.6500 0.4770 0.063 Uiso 1 1 calc R . . H48B H -0.1078 0.6075 0.4794 0.063 Uiso 1 1 calc R . . H48C H -0.1838 0.6777 0.5336 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ti1 0.0275(5) 0.0203(5) 0.0275(6) -0.0089(4) -0.0012(4) -0.0050(4) Ti2 0.0233(5) 0.0230(6) 0.0298(6) -0.0090(4) -0.0058(4) -0.0014(4) O1 0.032(2) 0.039(3) 0.029(2) -0.0054(19) -0.0196(18) -0.0007(19) O2 0.032(2) 0.035(2) 0.039(3) -0.007(2) -0.0023(19) -0.0033(19) N1 0.028(2) 0.026(3) 0.039(3) -0.007(2) -0.006(2) 0.001(2) N2 0.029(2) 0.019(2) 0.025(3) -0.006(2) -0.001(2) -0.007(2) N3 0.030(2) 0.027(3) 0.019(2) -0.0079(19) -0.0070(19) -0.006(2) N4 0.021(2) 0.028(3) 0.031(3) -0.007(2) -0.008(2) -0.003(2) C1 0.035(3) 0.018(3) 0.046(4) 0.005(3) -0.010(3) -0.001(2) C2 0.023(3) 0.025(3) 0.045(4) -0.011(3) 0.009(3) 0.000(2) C3 0.031(3) 0.029(3) 0.046(4) -0.020(3) 0.002(3) -0.012(3) C4 0.053(4) 0.021(3) 0.035(3) -0.017(3) 0.000(3) -0.013(3) C5 0.041(3) 0.020(3) 0.043(4) -0.015(3) -0.002(3) -0.006(3) C6 0.044(3) 0.019(3) 0.046(4) -0.003(3) -0.002(3) 0.002(2) C7 0.045(4) 0.028(3) 0.068(5) -0.009(3) 0.011(3) -0.018(3) C8 0.056(4) 0.042(4) 0.057(5) -0.033(4) 0.016(4) -0.014(3) C9 0.068(4) 0.022(3) 0.036(3) -0.015(2) -0.020(3) -0.009(3) C10 0.025(3) 0.032(3) 0.066(5) -0.023(3) -0.001(3) -0.001(2) C11 0.032(3) 0.029(3) 0.032(3) -0.016(3) -0.001(3) -0.004(3) C12 0.032(3) 0.031(3) 0.029(3) -0.002(2) -0.003(2) -0.001(2) C13 0.033(3) 0.034(4) 0.043(4) -0.006(3) -0.016(3) -0.006(3) C14 0.045(3) 0.039(4) 0.021(3) -0.011(3) 0.000(3) -0.012(3) C15 0.034(3) 0.033(3) 0.035(3) -0.009(3) -0.006(3) -0.002(3) C16 0.029(3) 0.034(3) 0.025(3) -0.012(3) 0.000(2) -0.007(3) C17 0.025(3) 0.023(3) 0.032(3) -0.004(2) -0.007(2) 0.000(2) C18 0.024(3) 0.020(3) 0.031(3) -0.007(2) -0.005(2) 0.005(2) C19 0.026(3) 0.032(3) 0.029(3) -0.002(3) -0.003(2) -0.003(2) C20 0.025(3) 0.037(4) 0.040(4) -0.015(3) -0.008(3) 0.000(3) C21 0.036(3) 0.025(3) 0.035(3) -0.014(3) -0.006(3) -0.003(3) C22 0.031(3) 0.027(3) 0.040(4) -0.010(3) -0.004(3) -0.002(3) C23 0.024(3) 0.037(3) 0.039(3) -0.015(3) -0.016(2) 0.005(2) C24 0.039(3) 0.040(4) 0.028(3) 0.000(3) -0.007(3) 0.003(3) C25 0.024(2) 0.026(3) 0.035(3) -0.016(2) 0.009(2) -0.009(2) C26 0.040(3) 0.019(3) 0.046(4) -0.010(3) -0.009(3) -0.007(3) C27 0.047(3) 0.018(3) 0.036(4) -0.014(3) 0.004(3) -0.006(3) C28 0.026(3) 0.026(3) 0.045(4) -0.009(3) -0.011(3) -0.006(2) C29 0.023(3) 0.024(3) 0.036(3) -0.002(2) -0.007(2) -0.009(2) C30 0.037(3) 0.051(4) 0.039(4) 0.003(3) -0.008(3) -0.015(3) C31 0.023(3) 0.036(4) 0.077(5) -0.025(3) -0.008(3) 0.019(2) C32 0.064(4) 0.039(4) 0.043(4) -0.022(3) 0.010(3) -0.019(3) C33 0.034(3) 0.055(4) 0.053(4) -0.016(3) -0.010(3) -0.014(3) C34 0.033(3) 0.026(3) 0.043(4) 0.001(3) -0.001(3) -0.012(2) C35 0.027(3) 0.033(3) 0.050(4) -0.022(3) -0.006(3) -0.004(2) C36 0.025(3) 0.031(3) 0.034(3) -0.010(3) -0.001(2) -0.006(2) C37 0.033(3) 0.035(3) 0.024(3) -0.007(3) -0.003(2) 0.002(3) C38 0.039(3) 0.048(4) 0.035(4) -0.008(3) -0.017(3) -0.002(3) C39 0.044(3) 0.040(4) 0.021(3) -0.012(3) 0.005(3) -0.007(3) C40 0.028(3) 0.019(3) 0.030(3) -0.003(2) -0.006(2) -0.001(2) C41 0.027(3) 0.025(3) 0.034(3) -0.015(3) 0.001(2) -0.007(2) C42 0.028(3) 0.020(3) 0.029(3) -0.009(2) -0.007(2) -0.006(2) C43 0.031(3) 0.019(3) 0.038(3) -0.013(2) -0.002(2) -0.007(2) C44 0.028(3) 0.025(3) 0.036(3) -0.010(3) -0.005(2) -0.010(2) C45 0.024(3) 0.029(3) 0.026(3) -0.009(2) -0.011(2) 0.007(2) C46 0.030(3) 0.022(3) 0.023(3) -0.002(2) -0.007(2) -0.005(2) C47 0.032(3) 0.014(2) 0.030(3) -0.002(2) 0.000(2) -0.011(2) C48 0.042(4) 0.042(4) 0.041(4) -0.009(3) -0.015(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) -0.3595 (0.0250)x + 13.0386 (0.0150)y + 10.7183 (0.0365)z = 17.3055 (0.0215) * 0.0000 (0.0000) Ti1 * 0.0000 (0.0000) C11 * 0.0000 (0.0000) C12 Rms deviation of fitted atoms = 0.0000 6.1848 (0.0125) x + 10.8953 (0.0165) y - 0.0018 (0.0404) z = 9.3214 (0.0348) Angle to previous plane (with approximate esd) = 61.86 ( 0.16 ) * 0.0000 (0.0000) Ti1 * 0.0000 (0.0000) N1 * 0.0000 (0.0000) N2 Rms deviation of fitted atoms = 0.0000 3.1634 (0.0227) x + 14.0171 (0.0088) y + 6.6224 (0.0464) z = 17.8536 (0.0299) Angle to previous plane (with approximate esd) = 33.01 ( 0.21 ) * -0.0045 (0.0036) C1 * 0.0062 (0.0037) C2 * -0.0053 (0.0035) C3 * 0.0025 (0.0034) C4 * 0.0011 (0.0035) C5 Rms deviation of fitted atoms = 0.0044 5.9732 (0.0189) x + 10.6377 (0.0268) y - 1.4378 (0.0468) z = 8.2699 (0.0371) Angle to previous plane (with approximate esd) = 35.82 ( 0.24 ) * -0.0084 (0.0034) N1 * 0.0028 (0.0035) C13 * 0.0037 (0.0036) C14 * -0.0090 (0.0036) C15 * 0.0109 (0.0036) C16 Rms deviation of fitted atoms = 0.0077 6.1607 (0.0116) x + 10.9418 (0.0133) y + 0.0426 (0.0333) z = 9.3799 (0.0263) Angle to previous plane (with approximate esd) = 4.81 ( 0.34 ) * 0.0038 (0.0019) Ti1 * -0.0032 (0.0030) N1 * -0.0064 (0.0028) N2 * -0.0003 (0.0035) C16 * 0.0060 (0.0035) C17 Rms deviation of fitted atoms = 0.0045 - 1.5796 (0.0202)x + 11.6380 (0.0200)y + 12.0584 (0.0276)z = 15.3521 (0.0271) Angle to previous plane (with approximate esd) = 72.85 ( 0.14 ) * 0.0072 (0.0039) C18 * -0.0079 (0.0040) C19 * 0.0050 (0.0041) C20 * -0.0014 (0.0040) C21 * 0.0006 (0.0040) C22 * -0.0035 (0.0040) C23 Rms deviation of fitted atoms = 0.0051 - 0.2435 (0.0228)x + 13.0150 (0.0162)y + 10.9005 (0.0378)z = 11.8141 (0.0309) Angle to previous plane (with approximate esd) = 11.53 ( 0.27 ) * 0.0000 (0.0000) Ti2 * 0.0000 (0.0000) C35 * 0.0000 (0.0000) C36 Rms deviation of fitted atoms = 0.0000 6.1741 (0.0132) x + 10.8711 (0.0168) y - 0.1169 (0.0369) z = 4.5613 (0.0332) Angle to previous plane (with approximate esd) = 61.87 ( 0.16 ) * 0.0000 (0.0000) Ti2 * 0.0000 (0.0000) N3 * 0.0000 (0.0000) N4 Rms deviation of fitted atoms = 0.0000 3.3056 (0.0224) x + 13.9575 (0.0094) y + 6.7192 (0.0448) z = 7.7991 (0.0363) Angle to previous plane (with approximate esd) = 32.72 ( 0.21 ) * -0.0037 (0.0033) C25 * -0.0021 (0.0033) C26 * 0.0072 (0.0034) C27 * -0.0097 (0.0035) C28 * 0.0083 (0.0035) C29 Rms deviation of fitted atoms = 0.0068 5.9203 (0.0194) x + 10.6841 (0.0277) y - 1.4893 (0.0495) z = 3.1680 (0.0537) Angle to previous plane (with approximate esd) = 35.25 ( 0.24 ) * -0.0023 (0.0033) N3 * 0.0030 (0.0037) C37 * -0.0024 (0.0038) C38 * 0.0009 (0.0037) C39 * 0.0008 (0.0035) C40 Rms deviation of fitted atoms = 0.0021 6.1307 (0.0115) x + 10.9256 (0.0128) y - 0.1251 (0.0320) z = 4.5564 (0.0295) Angle to previous plane (with approximate esd) = 4.47 ( 0.35 ) * -0.0038 (0.0018) Ti2 * -0.0015 (0.0028) N3 * 0.0114 (0.0027) N4 * 0.0094 (0.0034) C40 * -0.0155 (0.0034) C41 Rms deviation of fitted atoms = 0.0098 - 1.4833 (0.0191)x + 11.6891 (0.0176)y + 12.1018 (0.0263)z = 13.6241 (0.0143) Angle to previous plane (with approximate esd) = 72.61 ( 0.13 ) * -0.0020 (0.0037) C42 * 0.0064 (0.0037) C43 * -0.0043 (0.0038) C44 * -0.0021 (0.0038) C45 * 0.0064 (0.0038) C46 * -0.0043 (0.0038) C47 Rms deviation of fitted atoms = 0.0046 ; 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 2.096(5) . ? Ti1 C12 2.110(5) . ? Ti1 C11 2.136(5) . ? Ti1 N2 2.295(4) . ? Ti1 C1 2.358(5) . ? Ti1 C2 2.377(6) . ? Ti1 C5 2.398(6) . ? Ti1 C3 2.402(6) . ? Ti1 C4 2.421(5) . ? Ti2 C36 2.112(5) . ? Ti2 N3 2.144(4) . ? Ti2 C35 2.166(5) . ? Ti2 N4 2.272(4) . ? Ti2 C29 2.366(5) . ? Ti2 C25 2.370(5) . ? Ti2 C27 2.379(5) . ? Ti2 C26 2.385(6) . ? Ti2 C28 2.387(5) . ? O1 C21 1.373(6) . ? O1 C24 1.404(6) . ? O2 C45 1.362(6) . ? O2 C48 1.449(6) . ? N1 C13 1.369(7) . ? N1 C16 1.394(7) . ? N2 C17 1.284(6) . ? N2 C18 1.432(6) . ? N3 C40 1.358(6) . ? N3 C37 1.359(6) . ? N4 C41 1.312(6) . ? N4 C42 1.441(6) . ? C1 C2 1.389(8) . ? C1 C5 1.436(8) . ? C1 C6 1.499(8) . ? C2 C3 1.404(8) . ? C2 C7 1.463(8) . ? C3 C4 1.436(8) . ? C3 C8 1.486(8) . ? C4 C5 1.466(8) . ? C4 C9 1.497(8) . ? C5 C10 1.523(8) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.408(8) . ? C13 H13 0.9500 . ? C14 C15 1.403(8) . ? C14 H14 0.9500 . ? C15 C16 1.393(7) . ? C15 H15 0.9500 . ? C16 C17 1.413(7) . ? C17 H17 0.9500 . ? C18 C23 1.356(8) . ? C18 C19 1.376(7) . ? C19 C20 1.412(7) . ? C19 H19 0.9500 . ? C20 C21 1.363(8) . ? C20 H20 0.9500 . ? C21 C22 1.412(7) . ? C22 C23 1.410(7) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C29 1.389(7) . ? C25 C26 1.440(7) . ? C25 C30 1.504(7) . ? C26 C27 1.430(8) . ? C26 C31 1.528(7) . ? C27 C28 1.394(8) . ? C27 C32 1.511(8) . ? C28 C29 1.380(7) . ? C28 C33 1.503(8) . ? C29 C34 1.481(7) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.364(8) . ? C37 H37 0.9500 . ? C38 C39 1.386(8) . ? C38 H38 0.9500 . ? C39 C40 1.390(7) . ? C39 H39 0.9500 . ? C40 C41 1.404(7) . ? C41 H41 0.9500 . ? C42 C47 1.410(7) . ? C42 C43 1.417(7) . ? C43 C44 1.343(7) . ? C43 H43 0.9500 . ? C44 C45 1.405(7) . ? C44 H44 0.9500 . ? C45 C46 1.367(7) . ? C46 C47 1.368(7) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 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 N1 Ti1 C12 82.59(19) . . ? N1 Ti1 C11 131.02(19) . . ? C12 Ti1 C11 83.8(2) . . ? N1 Ti1 N2 74.77(16) . . ? C12 Ti1 N2 135.49(19) . . ? C11 Ti1 N2 83.04(18) . . ? N1 Ti1 C1 88.7(2) . . ? C12 Ti1 C1 99.2(2) . . ? C11 Ti1 C1 140.0(2) . . ? N2 Ti1 C1 117.74(18) . . ? N1 Ti1 C2 114.0(2) . . ? C12 Ti1 C2 80.2(2) . . ? C11 Ti1 C2 109.6(2) . . ? N2 Ti1 C2 144.04(17) . . ? C1 Ti1 C2 34.11(19) . . ? N1 Ti1 C5 97.28(19) . . ? C12 Ti1 C5 134.0(2) . . ? C11 Ti1 C5 125.0(2) . . ? N2 Ti1 C5 87.23(17) . . ? C1 Ti1 C5 35.14(19) . . ? C2 Ti1 C5 57.64(18) . . ? N1 Ti1 C3 145.8(2) . . ? C12 Ti1 C3 97.7(2) . . ? C11 Ti1 C3 82.7(2) . . ? N2 Ti1 C3 122.34(18) . . ? C1 Ti1 C3 57.3(2) . . ? C2 Ti1 C3 34.16(19) . . ? C5 Ti1 C3 58.15(19) . . ? N1 Ti1 C4 131.80(18) . . ? C12 Ti1 C4 132.2(2) . . ? C11 Ti1 C4 90.5(2) . . ? N2 Ti1 C4 90.20(18) . . ? C1 Ti1 C4 58.0(2) . . ? C2 Ti1 C4 57.3(2) . . ? C5 Ti1 C4 35.41(18) . . ? C3 Ti1 C4 34.65(18) . . ? C36 Ti2 N3 130.01(19) . . ? C36 Ti2 C35 82.8(2) . . ? N3 Ti2 C35 83.88(19) . . ? C36 Ti2 N4 83.23(19) . . ? N3 Ti2 N4 73.91(16) . . ? C35 Ti2 N4 135.94(18) . . ? C36 Ti2 C29 125.0(2) . . ? N3 Ti2 C29 97.88(18) . . ? C35 Ti2 C29 134.4(2) . . ? N4 Ti2 C29 86.83(17) . . ? C36 Ti2 C25 141.0(2) . . ? N3 Ti2 C25 88.82(17) . . ? C35 Ti2 C25 100.9(2) . . ? N4 Ti2 C25 115.82(17) . . ? C29 Ti2 C25 34.10(17) . . ? C36 Ti2 C27 83.5(2) . . ? N3 Ti2 C27 146.20(19) . . ? C35 Ti2 C27 98.1(2) . . ? N4 Ti2 C27 121.43(18) . . ? C29 Ti2 C27 57.0(2) . . ? C25 Ti2 C27 57.57(19) . . ? C36 Ti2 C26 110.4(2) . . ? N3 Ti2 C26 114.29(19) . . ? C35 Ti2 C26 79.9(2) . . ? N4 Ti2 C26 143.94(17) . . ? C29 Ti2 C26 57.74(19) . . ? C25 Ti2 C26 35.25(18) . . ? C27 Ti2 C26 34.93(18) . . ? C36 Ti2 C28 92.2(2) . . ? N3 Ti2 C28 130.75(18) . . ? C35 Ti2 C28 131.9(2) . . ? N4 Ti2 C28 90.13(17) . . ? C29 Ti2 C28 33.75(18) . . ? C25 Ti2 C28 56.41(19) . . ? C27 Ti2 C28 34.03(19) . . ? C26 Ti2 C28 57.18(19) . . ? C21 O1 C24 116.7(4) . . ? C45 O2 C48 118.0(4) . . ? C13 N1 C16 104.3(5) . . ? C13 N1 Ti1 139.0(4) . . ? C16 N1 Ti1 116.5(3) . . ? C17 N2 C18 115.3(4) . . ? C17 N2 Ti1 112.7(3) . . ? C18 N2 Ti1 131.9(3) . . ? C40 N3 C37 106.5(4) . . ? C40 N3 Ti2 117.1(3) . . ? C37 N3 Ti2 136.2(4) . . ? C41 N4 C42 115.4(4) . . ? C41 N4 Ti2 112.9(3) . . ? C42 N4 Ti2 131.6(3) . . ? C2 C1 C5 109.1(5) . . ? C2 C1 C6 128.3(5) . . ? C5 C1 C6 122.3(5) . . ? C2 C1 Ti1 73.7(3) . . ? C5 C1 Ti1 73.9(3) . . ? C6 C1 Ti1 123.4(4) . . ? C1 C2 C3 109.7(5) . . ? C1 C2 C7 124.4(6) . . ? C3 C2 C7 125.2(5) . . ? C1 C2 Ti1 72.2(3) . . ? C3 C2 Ti1 73.9(3) . . ? C7 C2 Ti1 127.5(4) . . ? C2 C3 C4 108.1(5) . . ? C2 C3 C8 127.5(6) . . ? C4 C3 C8 124.1(6) . . ? C2 C3 Ti1 71.9(3) . . ? C4 C3 Ti1 73.4(3) . . ? C8 C3 Ti1 125.2(4) . . ? C3 C4 C5 107.0(5) . . ? C3 C4 C9 128.7(5) . . ? C5 C4 C9 124.2(5) . . ? C3 C4 Ti1 71.9(3) . . ? C5 C4 Ti1 71.4(3) . . ? C9 C4 Ti1 124.1(3) . . ? C1 C5 C4 106.1(5) . . ? C1 C5 C10 127.4(6) . . ? C4 C5 C10 126.4(5) . . ? C1 C5 Ti1 70.9(3) . . ? C4 C5 Ti1 73.2(3) . . ? C10 C5 Ti1 122.8(4) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Ti1 C11 H11A 109.5 . . ? Ti1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Ti1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Ti1 C12 H12A 109.5 . . ? Ti1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Ti1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C14 111.7(5) . . ? N1 C13 H13 124.2 . . ? C14 C13 H13 124.2 . . ? C15 C14 C13 106.2(5) . . ? C15 C14 H14 126.9 . . ? C13 C14 H14 126.9 . . ? C16 C15 C14 106.1(5) . . ? C16 C15 H15 127.0 . . ? C14 C15 H15 127.0 . . ? C15 C16 N1 111.7(5) . . ? C15 C16 C17 131.1(5) . . ? N1 C16 C17 116.9(5) . . ? N2 C17 C16 119.1(5) . . ? N2 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C23 C18 C19 120.5(5) . . ? C23 C18 N2 120.1(5) . . ? C19 C18 N2 119.4(5) . . ? C18 C19 C20 119.8(5) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C21 C20 C19 120.5(5) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 O1 115.8(5) . . ? C20 C21 C22 119.5(5) . . ? O1 C21 C22 124.6(5) . . ? C23 C22 C21 119.0(5) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C18 C23 C22 120.7(5) . . ? C18 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? O1 C24 H24A 109.5 . . ? O1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C29 C25 C26 108.4(5) . . ? C29 C25 C30 125.9(5) . . ? C26 C25 C30 125.5(5) . . ? C29 C25 Ti2 72.8(3) . . ? C26 C25 Ti2 73.0(3) . . ? C30 C25 Ti2 123.8(4) . . ? C27 C26 C25 105.7(5) . . ? C27 C26 C31 125.3(6) . . ? C25 C26 C31 128.6(5) . . ? C27 C26 Ti2 72.3(3) . . ? C25 C26 Ti2 71.8(3) . . ? C31 C26 Ti2 126.2(4) . . ? C28 C27 C26 107.9(5) . . ? C28 C27 C32 127.6(6) . . ? C26 C27 C32 124.0(6) . . ? C28 C27 Ti2 73.3(3) . . ? C26 C27 Ti2 72.8(3) . . ? C32 C27 Ti2 125.9(4) . . ? C29 C28 C27 109.4(5) . . ? C29 C28 C33 130.3(5) . . ? C27 C28 C33 120.1(5) . . ? C29 C28 Ti2 72.3(3) . . ? C27 C28 Ti2 72.7(3) . . ? C33 C28 Ti2 124.3(4) . . ? C28 C29 C25 108.6(5) . . ? C28 C29 C34 129.3(5) . . ? C25 C29 C34 122.0(5) . . ? C28 C29 Ti2 73.9(3) . . ? C25 C29 Ti2 73.1(3) . . ? C34 C29 Ti2 121.4(4) . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C29 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? Ti2 C35 H35A 109.5 . . ? Ti2 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? Ti2 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? Ti2 C36 H36A 109.5 . . ? Ti2 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? Ti2 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N3 C37 C38 110.1(5) . . ? N3 C37 H37 125.0 . . ? C38 C37 H37 125.0 . . ? C37 C38 C39 107.7(5) . . ? C37 C38 H38 126.1 . . ? C39 C38 H38 126.1 . . ? C38 C39 C40 105.6(5) . . ? C38 C39 H39 127.2 . . ? C40 C39 H39 127.2 . . ? N3 C40 C39 110.1(5) . . ? N3 C40 C41 116.6(5) . . ? C39 C40 C41 133.2(5) . . ? N4 C41 C40 119.4(5) . . ? N4 C41 H41 120.3 . . ? C40 C41 H41 120.3 . . ? C47 C42 C43 117.4(5) . . ? C47 C42 N4 121.7(4) . . ? C43 C42 N4 120.8(5) . . ? C44 C43 C42 120.6(5) . . ? C44 C43 H43 119.7 . . ? C42 C43 H43 119.7 . . ? C43 C44 C45 120.6(5) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? O2 C45 C46 124.5(5) . . ? O2 C45 C44 115.1(5) . . ? C46 C45 C44 120.3(5) . . ? C45 C46 C47 119.6(5) . . ? C45 C46 H46 120.2 . . ? C47 C46 H46 120.2 . . ? C46 C47 C42 121.5(5) . . ? C46 C47 H47 119.3 . . ? C42 C47 H47 119.3 . . ? O2 C48 H48A 109.5 . . ? O2 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? O2 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 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 C12 Ti1 N1 C13 32.6(6) . . . . ? C11 Ti1 N1 C13 107.7(6) . . . . ? N2 Ti1 N1 C13 173.9(6) . . . . ? C1 Ti1 N1 C13 -66.8(6) . . . . ? C2 Ti1 N1 C13 -43.2(6) . . . . ? C5 Ti1 N1 C13 -100.9(6) . . . . ? C3 Ti1 N1 C13 -60.2(7) . . . . ? C4 Ti1 N1 C13 -109.9(6) . . . . ? C12 Ti1 N1 C16 -141.8(4) . . . . ? C11 Ti1 N1 C16 -66.7(5) . . . . ? N2 Ti1 N1 C16 -0.4(4) . . . . ? C1 Ti1 N1 C16 118.8(4) . . . . ? C2 Ti1 N1 C16 142.4(4) . . . . ? C5 Ti1 N1 C16 84.7(4) . . . . ? C3 Ti1 N1 C16 125.4(4) . . . . ? C4 Ti1 N1 C16 75.8(5) . . . . ? N1 Ti1 N2 C17 0.8(4) . . . . ? C12 Ti1 N2 C17 63.0(5) . . . . ? C11 Ti1 N2 C17 136.8(4) . . . . ? C1 Ti1 N2 C17 -79.4(4) . . . . ? C2 Ti1 N2 C17 -109.1(4) . . . . ? C5 Ti1 N2 C17 -97.5(4) . . . . ? C3 Ti1 N2 C17 -146.5(4) . . . . ? C4 Ti1 N2 C17 -132.8(4) . . . . ? N1 Ti1 N2 C18 178.0(5) . . . . ? C12 Ti1 N2 C18 -119.8(5) . . . . ? C11 Ti1 N2 C18 -46.0(4) . . . . ? C1 Ti1 N2 C18 97.8(5) . . . . ? C2 Ti1 N2 C18 68.1(6) . . . . ? C5 Ti1 N2 C18 79.7(5) . . . . ? C3 Ti1 N2 C18 30.7(5) . . . . ? C4 Ti1 N2 C18 44.4(5) . . . . ? C36 Ti2 N3 C40 66.2(4) . . . . ? C35 Ti2 N3 C40 141.4(4) . . . . ? N4 Ti2 N3 C40 -0.1(4) . . . . ? C29 Ti2 N3 C40 -84.5(4) . . . . ? C25 Ti2 N3 C40 -117.5(4) . . . . ? C27 Ti2 N3 C40 -123.1(4) . . . . ? C26 Ti2 N3 C40 -142.6(4) . . . . ? C28 Ti2 N3 C40 -75.9(4) . . . . ? C36 Ti2 N3 C37 -107.0(5) . . . . ? C35 Ti2 N3 C37 -31.8(5) . . . . ? N4 Ti2 N3 C37 -173.3(6) . . . . ? C29 Ti2 N3 C37 102.3(5) . . . . ? C25 Ti2 N3 C37 69.3(5) . . . . ? C27 Ti2 N3 C37 63.7(6) . . . . ? C26 Ti2 N3 C37 44.2(6) . . . . ? C28 Ti2 N3 C37 110.9(5) . . . . ? C36 Ti2 N4 C41 -136.5(4) . . . . ? N3 Ti2 N4 C41 -1.4(3) . . . . ? C35 Ti2 N4 C41 -64.1(5) . . . . ? C29 Ti2 N4 C41 97.7(4) . . . . ? C25 Ti2 N4 C41 79.2(4) . . . . ? C27 Ti2 N4 C41 145.5(4) . . . . ? C26 Ti2 N4 C41 107.9(4) . . . . ? C28 Ti2 N4 C41 131.4(4) . . . . ? C36 Ti2 N4 C42 47.0(4) . . . . ? N3 Ti2 N4 C42 -177.9(5) . . . . ? C35 Ti2 N4 C42 119.3(5) . . . . ? C29 Ti2 N4 C42 -78.8(4) . . . . ? C25 Ti2 N4 C42 -97.3(4) . . . . ? C27 Ti2 N4 C42 -31.0(5) . . . . ? C26 Ti2 N4 C42 -68.6(6) . . . . ? C28 Ti2 N4 C42 -45.2(4) . . . . ? N1 Ti1 C1 C2 139.3(4) . . . . ? C12 Ti1 C1 C2 57.0(4) . . . . ? C11 Ti1 C1 C2 -34.3(5) . . . . ? N2 Ti1 C1 C2 -148.7(3) . . . . ? C5 Ti1 C1 C2 -116.1(5) . . . . ? C3 Ti1 C1 C2 -36.3(3) . . . . ? C4 Ti1 C1 C2 -77.6(4) . . . . ? N1 Ti1 C1 C5 -104.6(4) . . . . ? C12 Ti1 C1 C5 173.1(4) . . . . ? C11 Ti1 C1 C5 81.8(4) . . . . ? N2 Ti1 C1 C5 -32.6(4) . . . . ? C2 Ti1 C1 C5 116.1(5) . . . . ? C3 Ti1 C1 C5 79.8(4) . . . . ? C4 Ti1 C1 C5 38.5(3) . . . . ? N1 Ti1 C1 C6 13.8(5) . . . . ? C12 Ti1 C1 C6 -68.5(5) . . . . ? C11 Ti1 C1 C6 -159.8(4) . . . . ? N2 Ti1 C1 C6 85.8(5) . . . . ? C2 Ti1 C1 C6 -125.5(6) . . . . ? C5 Ti1 C1 C6 118.4(6) . . . . ? C3 Ti1 C1 C6 -161.8(5) . . . . ? C4 Ti1 C1 C6 156.9(5) . . . . ? C5 C1 C2 C3 -1.1(7) . . . . ? C6 C1 C2 C3 -175.1(6) . . . . ? Ti1 C1 C2 C3 64.9(4) . . . . ? C5 C1 C2 C7 170.3(5) . . . . ? C6 C1 C2 C7 -3.7(10) . . . . ? Ti1 C1 C2 C7 -123.7(6) . . . . ? C5 C1 C2 Ti1 -66.0(4) . . . . ? C6 C1 C2 Ti1 120.0(6) . . . . ? N1 Ti1 C2 C1 -45.5(4) . . . . ? C12 Ti1 C2 C1 -122.8(4) . . . . ? C11 Ti1 C2 C1 157.4(3) . . . . ? N2 Ti1 C2 C1 51.5(5) . . . . ? C5 Ti1 C2 C1 37.7(3) . . . . ? C3 Ti1 C2 C1 117.4(5) . . . . ? C4 Ti1 C2 C1 80.0(4) . . . . ? N1 Ti1 C2 C3 -162.9(3) . . . . ? C12 Ti1 C2 C3 119.7(4) . . . . ? C11 Ti1 C2 C3 40.0(4) . . . . ? N2 Ti1 C2 C3 -65.9(4) . . . . ? C1 Ti1 C2 C3 -117.4(5) . . . . ? C5 Ti1 C2 C3 -79.7(4) . . . . ? C4 Ti1 C2 C3 -37.4(3) . . . . ? N1 Ti1 C2 C7 74.7(5) . . . . ? C12 Ti1 C2 C7 -2.7(5) . . . . ? C11 Ti1 C2 C7 -82.4(6) . . . . ? N2 Ti1 C2 C7 171.7(4) . . . . ? C1 Ti1 C2 C7 120.2(7) . . . . ? C5 Ti1 C2 C7 157.9(6) . . . . ? C3 Ti1 C2 C7 -122.4(7) . . . . ? C4 Ti1 C2 C7 -159.8(6) . . . . ? C1 C2 C3 C4 1.1(7) . . . . ? C7 C2 C3 C4 -170.1(5) . . . . ? Ti1 C2 C3 C4 65.0(4) . . . . ? C1 C2 C3 C8 175.3(6) . . . . ? C7 C2 C3 C8 4.0(10) . . . . ? Ti1 C2 C3 C8 -120.9(6) . . . . ? C1 C2 C3 Ti1 -63.9(4) . . . . ? C7 C2 C3 Ti1 124.9(6) . . . . ? N1 Ti1 C3 C2 28.4(5) . . . . ? C12 Ti1 C3 C2 -59.7(3) . . . . ? C11 Ti1 C3 C2 -142.4(3) . . . . ? N2 Ti1 C3 C2 140.6(3) . . . . ? C1 Ti1 C3 C2 36.3(3) . . . . ? C5 Ti1 C3 C2 78.1(4) . . . . ? C4 Ti1 C3 C2 116.0(5) . . . . ? N1 Ti1 C3 C4 -87.6(5) . . . . ? C12 Ti1 C3 C4 -175.7(4) . . . . ? C11 Ti1 C3 C4 101.6(4) . . . . ? N2 Ti1 C3 C4 24.6(4) . . . . ? C1 Ti1 C3 C4 -79.7(4) . . . . ? C2 Ti1 C3 C4 -116.0(5) . . . . ? C5 Ti1 C3 C4 -37.9(3) . . . . ? N1 Ti1 C3 C8 152.0(5) . . . . ? C12 Ti1 C3 C8 63.8(5) . . . . ? C11 Ti1 C3 C8 -18.9(5) . . . . ? N2 Ti1 C3 C8 -95.8(5) . . . . ? C1 Ti1 C3 C8 159.8(6) . . . . ? C2 Ti1 C3 C8 123.6(7) . . . . ? C5 Ti1 C3 C8 -158.4(6) . . . . ? C4 Ti1 C3 C8 -120.4(7) . . . . ? C2 C3 C4 C5 -0.8(6) . . . . ? C8 C3 C4 C5 -175.1(5) . . . . ? Ti1 C3 C4 C5 63.3(4) . . . . ? C2 C3 C4 C9 176.3(5) . . . . ? C8 C3 C4 C9 1.9(9) . . . . ? Ti1 C3 C4 C9 -119.7(5) . . . . ? C2 C3 C4 Ti1 -64.0(4) . . . . ? C8 C3 C4 Ti1 121.6(5) . . . . ? N1 Ti1 C4 C3 131.1(4) . . . . ? C12 Ti1 C4 C3 5.7(5) . . . . ? C11 Ti1 C4 C3 -76.3(4) . . . . ? N2 Ti1 C4 C3 -159.4(4) . . . . ? C1 Ti1 C4 C3 77.5(4) . . . . ? C2 Ti1 C4 C3 36.9(3) . . . . ? C5 Ti1 C4 C3 115.7(5) . . . . ? N1 Ti1 C4 C5 15.4(4) . . . . ? C12 Ti1 C4 C5 -110.0(4) . . . . ? C11 Ti1 C4 C5 168.0(3) . . . . ? N2 Ti1 C4 C5 84.9(3) . . . . ? C1 Ti1 C4 C5 -38.2(3) . . . . ? C2 Ti1 C4 C5 -78.8(3) . . . . ? C3 Ti1 C4 C5 -115.7(5) . . . . ? N1 Ti1 C4 C9 -103.9(5) . . . . ? C12 Ti1 C4 C9 130.8(5) . . . . ? C11 Ti1 C4 C9 48.7(5) . . . . ? N2 Ti1 C4 C9 -34.4(5) . . . . ? C1 Ti1 C4 C9 -157.5(6) . . . . ? C2 Ti1 C4 C9 161.9(6) . . . . ? C5 Ti1 C4 C9 -119.3(6) . . . . ? C3 Ti1 C4 C9 125.0(6) . . . . ? C2 C1 C5 C4 0.6(6) . . . . ? C6 C1 C5 C4 175.0(5) . . . . ? Ti1 C1 C5 C4 -65.3(4) . . . . ? C2 C1 C5 C10 -177.0(5) . . . . ? C6 C1 C5 C10 -2.6(9) . . . . ? Ti1 C1 C5 C10 117.2(5) . . . . ? C2 C1 C5 Ti1 65.8(4) . . . . ? C6 C1 C5 Ti1 -119.7(6) . . . . ? C3 C4 C5 C1 0.1(6) . . . . ? C9 C4 C5 C1 -177.1(5) . . . . ? Ti1 C4 C5 C1 63.7(4) . . . . ? C3 C4 C5 C10 177.7(5) . . . . ? C9 C4 C5 C10 0.5(8) . . . . ? Ti1 C4 C5 C10 -118.6(5) . . . . ? C3 C4 C5 Ti1 -63.6(4) . . . . ? C9 C4 C5 Ti1 119.2(5) . . . . ? N1 Ti1 C5 C1 77.2(4) . . . . ? C12 Ti1 C5 C1 -9.5(5) . . . . ? C11 Ti1 C5 C1 -129.0(4) . . . . ? N2 Ti1 C5 C1 151.5(4) . . . . ? C2 Ti1 C5 C1 -36.6(4) . . . . ? C3 Ti1 C5 C1 -77.2(4) . . . . ? C4 Ti1 C5 C1 -114.3(5) . . . . ? N1 Ti1 C5 C4 -168.5(3) . . . . ? C12 Ti1 C5 C4 104.8(4) . . . . ? C11 Ti1 C5 C4 -14.7(4) . . . . ? N2 Ti1 C5 C4 -94.3(3) . . . . ? C1 Ti1 C5 C4 114.3(5) . . . . ? C2 Ti1 C5 C4 77.7(4) . . . . ? C3 Ti1 C5 C4 37.1(3) . . . . ? N1 Ti1 C5 C10 -45.6(5) . . . . ? C12 Ti1 C5 C10 -132.3(5) . . . . ? C11 Ti1 C5 C10 108.2(5) . . . . ? N2 Ti1 C5 C10 28.6(5) . . . . ? C1 Ti1 C5 C10 -122.8(7) . . . . ? C2 Ti1 C5 C10 -159.4(6) . . . . ? C3 Ti1 C5 C10 160.0(6) . . . . ? C4 Ti1 C5 C10 122.9(6) . . . . ? C16 N1 C13 C14 1.1(6) . . . . ? Ti1 N1 C13 C14 -173.7(4) . . . . ? N1 C13 C14 C15 0.1(7) . . . . ? C13 C14 C15 C16 -1.2(6) . . . . ? C14 C15 C16 N1 2.0(7) . . . . ? C14 C15 C16 C17 175.2(6) . . . . ? C13 N1 C16 C15 -1.9(6) . . . . ? Ti1 N1 C16 C15 174.3(4) . . . . ? C13 N1 C16 C17 -176.2(5) . . . . ? Ti1 N1 C16 C17 0.1(6) . . . . ? C18 N2 C17 C16 -178.8(5) . . . . ? Ti1 N2 C17 C16 -1.1(6) . . . . ? C15 C16 C17 N2 -172.2(6) . . . . ? N1 C16 C17 N2 0.8(8) . . . . ? C17 N2 C18 C23 -107.4(6) . . . . ? Ti1 N2 C18 C23 75.5(6) . . . . ? C17 N2 C18 C19 70.4(7) . . . . ? Ti1 N2 C18 C19 -106.7(5) . . . . ? C23 C18 C19 C20 -1.9(8) . . . . ? N2 C18 C19 C20 -179.7(5) . . . . ? C18 C19 C20 C21 1.6(9) . . . . ? C19 C20 C21 O1 178.5(5) . . . . ? C19 C20 C21 C22 -1.0(9) . . . . ? C24 O1 C21 C20 -172.1(5) . . . . ? C24 O1 C21 C22 7.5(8) . . . . ? C20 C21 C22 C23 0.6(8) . . . . ? O1 C21 C22 C23 -178.9(5) . . . . ? C19 C18 C23 C22 1.5(9) . . . . ? N2 C18 C23 C22 179.2(5) . . . . ? C21 C22 C23 C18 -0.8(9) . . . . ? C36 Ti2 C25 C29 -78.4(4) . . . . ? N3 Ti2 C25 C29 106.0(3) . . . . ? C35 Ti2 C25 C29 -170.5(3) . . . . ? N4 Ti2 C25 C29 34.5(4) . . . . ? C27 Ti2 C25 C29 -77.8(4) . . . . ? C26 Ti2 C25 C29 -116.1(5) . . . . ? C28 Ti2 C25 C29 -36.9(3) . . . . ? C36 Ti2 C25 C26 37.7(5) . . . . ? N3 Ti2 C25 C26 -137.9(3) . . . . ? C35 Ti2 C25 C26 -54.4(4) . . . . ? N4 Ti2 C25 C26 150.6(3) . . . . ? C29 Ti2 C25 C26 116.1(5) . . . . ? C27 Ti2 C25 C26 38.4(3) . . . . ? C28 Ti2 C25 C26 79.2(3) . . . . ? C36 Ti2 C25 C30 159.4(4) . . . . ? N3 Ti2 C25 C30 -16.2(4) . . . . ? C35 Ti2 C25 C30 67.4(5) . . . . ? N4 Ti2 C25 C30 -87.6(5) . . . . ? C29 Ti2 C25 C30 -122.1(6) . . . . ? C27 Ti2 C25 C30 160.1(5) . . . . ? C26 Ti2 C25 C30 121.8(6) . . . . ? C28 Ti2 C25 C30 -159.1(5) . . . . ? C29 C25 C26 C27 -0.2(6) . . . . ? C30 C25 C26 C27 175.4(5) . . . . ? Ti2 C25 C26 C27 -64.9(4) . . . . ? C29 C25 C26 C31 -173.1(5) . . . . ? C30 C25 C26 C31 2.5(9) . . . . ? Ti2 C25 C26 C31 122.2(6) . . . . ? C29 C25 C26 Ti2 64.7(4) . . . . ? C30 C25 C26 Ti2 -119.7(5) . . . . ? C36 Ti2 C26 C27 -42.0(4) . . . . ? N3 Ti2 C26 C27 161.1(3) . . . . ? C35 Ti2 C26 C27 -120.4(4) . . . . ? N4 Ti2 C26 C27 65.2(5) . . . . ? C29 Ti2 C26 C27 77.3(4) . . . . ? C25 Ti2 C26 C27 113.8(5) . . . . ? C28 Ti2 C26 C27 37.0(3) . . . . ? C36 Ti2 C26 C25 -155.8(3) . . . . ? N3 Ti2 C26 C25 47.3(3) . . . . ? C35 Ti2 C26 C25 125.8(4) . . . . ? N4 Ti2 C26 C25 -48.6(5) . . . . ? C29 Ti2 C26 C25 -36.5(3) . . . . ? C27 Ti2 C26 C25 -113.8(5) . . . . ? C28 Ti2 C26 C25 -76.8(3) . . . . ? C36 Ti2 C26 C31 79.2(5) . . . . ? N3 Ti2 C26 C31 -77.7(5) . . . . ? C35 Ti2 C26 C31 0.8(5) . . . . ? N4 Ti2 C26 C31 -173.6(4) . . . . ? C29 Ti2 C26 C31 -161.5(6) . . . . ? C25 Ti2 C26 C31 -125.0(7) . . . . ? C27 Ti2 C26 C31 121.2(7) . . . . ? C28 Ti2 C26 C31 158.2(6) . . . . ? C25 C26 C27 C28 -0.9(6) . . . . ? C31 C26 C27 C28 172.3(5) . . . . ? Ti2 C26 C27 C28 -65.4(4) . . . . ? C25 C26 C27 C32 -173.4(5) . . . . ? C31 C26 C27 C32 -0.2(9) . . . . ? Ti2 C26 C27 C32 122.1(5) . . . . ? C25 C26 C27 Ti2 64.5(4) . . . . ? C31 C26 C27 Ti2 -122.3(5) . . . . ? C36 Ti2 C27 C28 -103.8(4) . . . . ? N3 Ti2 C27 C28 83.4(5) . . . . ? C35 Ti2 C27 C28 174.5(4) . . . . ? N4 Ti2 C27 C28 -25.8(4) . . . . ? C29 Ti2 C27 C28 35.9(3) . . . . ? C25 Ti2 C27 C28 76.7(4) . . . . ? C26 Ti2 C27 C28 115.4(5) . . . . ? C36 Ti2 C27 C26 140.8(4) . . . . ? N3 Ti2 C27 C26 -32.0(5) . . . . ? C35 Ti2 C27 C26 59.1(4) . . . . ? N4 Ti2 C27 C26 -141.2(3) . . . . ? C29 Ti2 C27 C26 -79.5(4) . . . . ? C25 Ti2 C27 C26 -38.7(3) . . . . ? C28 Ti2 C27 C26 -115.4(5) . . . . ? C36 Ti2 C27 C32 21.0(5) . . . . ? N3 Ti2 C27 C32 -151.9(4) . . . . ? C35 Ti2 C27 C32 -60.8(5) . . . . ? N4 Ti2 C27 C32 98.9(5) . . . . ? C29 Ti2 C27 C32 160.6(6) . . . . ? C25 Ti2 C27 C32 -158.6(6) . . . . ? C26 Ti2 C27 C32 -119.8(7) . . . . ? C28 Ti2 C27 C32 124.7(7) . . . . ? C26 C27 C28 C29 1.7(6) . . . . ? C32 C27 C28 C29 173.8(5) . . . . ? Ti2 C27 C28 C29 -63.4(4) . . . . ? C26 C27 C28 C33 -174.8(5) . . . . ? C32 C27 C28 C33 -2.7(9) . . . . ? Ti2 C27 C28 C33 120.1(5) . . . . ? C26 C27 C28 Ti2 65.1(4) . . . . ? C32 C27 C28 Ti2 -122.8(6) . . . . ? C36 Ti2 C28 C29 -167.3(3) . . . . ? N3 Ti2 C28 C29 -15.4(4) . . . . ? C35 Ti2 C28 C29 110.4(4) . . . . ? N4 Ti2 C28 C29 -84.1(3) . . . . ? C25 Ti2 C28 C29 37.3(3) . . . . ? C27 Ti2 C28 C29 117.7(5) . . . . ? C26 Ti2 C28 C29 79.7(3) . . . . ? C36 Ti2 C28 C27 75.0(4) . . . . ? N3 Ti2 C28 C27 -133.2(3) . . . . ? C35 Ti2 C28 C27 -7.3(5) . . . . ? N4 Ti2 C28 C27 158.2(3) . . . . ? C29 Ti2 C28 C27 -117.7(5) . . . . ? C25 Ti2 C28 C27 -80.4(4) . . . . ? C26 Ti2 C28 C27 -38.0(3) . . . . ? C36 Ti2 C28 C33 -40.1(5) . . . . ? N3 Ti2 C28 C33 111.8(5) . . . . ? C35 Ti2 C28 C33 -122.4(5) . . . . ? N4 Ti2 C28 C33 43.1(5) . . . . ? C29 Ti2 C28 C33 127.2(6) . . . . ? C25 Ti2 C28 C33 164.6(6) . . . . ? C27 Ti2 C28 C33 -115.1(6) . . . . ? C26 Ti2 C28 C33 -153.0(6) . . . . ? C27 C28 C29 C25 -1.8(7) . . . . ? C33 C28 C29 C25 174.2(6) . . . . ? Ti2 C28 C29 C25 -65.4(4) . . . . ? C27 C28 C29 C34 -178.6(5) . . . . ? C33 C28 C29 C34 -2.6(10) . . . . ? Ti2 C28 C29 C34 117.8(6) . . . . ? C27 C28 C29 Ti2 63.6(4) . . . . ? C33 C28 C29 Ti2 -120.4(6) . . . . ? C26 C25 C29 C28 1.2(6) . . . . ? C30 C25 C29 C28 -174.4(5) . . . . ? Ti2 C25 C29 C28 66.0(4) . . . . ? C26 C25 C29 C34 178.3(5) . . . . ? C30 C25 C29 C34 2.7(9) . . . . ? Ti2 C25 C29 C34 -116.9(5) . . . . ? C26 C25 C29 Ti2 -64.8(4) . . . . ? C30 C25 C29 Ti2 119.6(5) . . . . ? C36 Ti2 C29 C28 15.5(4) . . . . ? N3 Ti2 C29 C28 168.3(3) . . . . ? C35 Ti2 C29 C28 -102.6(4) . . . . ? N4 Ti2 C29 C28 95.0(3) . . . . ? C25 Ti2 C29 C28 -115.7(5) . . . . ? C27 Ti2 C29 C28 -36.2(3) . . . . ? C26 Ti2 C29 C28 -77.9(4) . . . . ? C36 Ti2 C29 C25 131.3(3) . . . . ? N3 Ti2 C29 C25 -76.0(3) . . . . ? C35 Ti2 C29 C25 13.1(5) . . . . ? N4 Ti2 C29 C25 -149.3(3) . . . . ? C27 Ti2 C29 C25 79.5(3) . . . . ? C26 Ti2 C29 C25 37.8(3) . . . . ? C28 Ti2 C29 C25 115.7(5) . . . . ? C36 Ti2 C29 C34 -111.1(4) . . . . ? N3 Ti2 C29 C34 41.6(4) . . . . ? C35 Ti2 C29 C34 130.8(4) . . . . ? N4 Ti2 C29 C34 -31.6(4) . . . . ? C25 Ti2 C29 C34 117.7(6) . . . . ? C27 Ti2 C29 C34 -162.8(5) . . . . ? C26 Ti2 C29 C34 155.4(5) . . . . ? C28 Ti2 C29 C34 -126.6(6) . . . . ? C40 N3 C37 C38 0.5(7) . . . . ? Ti2 N3 C37 C38 174.2(4) . . . . ? N3 C37 C38 C39 -0.5(7) . . . . ? C37 C38 C39 C40 0.3(7) . . . . ? C37 N3 C40 C39 -0.3(6) . . . . ? Ti2 N3 C40 C39 -175.4(4) . . . . ? C37 N3 C40 C41 176.6(5) . . . . ? Ti2 N3 C40 C41 1.5(6) . . . . ? C38 C39 C40 N3 0.0(7) . . . . ? C38 C39 C40 C41 -176.3(6) . . . . ? C42 N4 C41 C40 179.9(4) . . . . ? Ti2 N4 C41 C40 2.7(6) . . . . ? N3 C40 C41 N4 -2.9(7) . . . . ? C39 C40 C41 N4 173.1(6) . . . . ? C41 N4 C42 C47 108.6(6) . . . . ? Ti2 N4 C42 C47 -75.0(6) . . . . ? C41 N4 C42 C43 -69.5(6) . . . . ? Ti2 N4 C42 C43 106.9(5) . . . . ? C47 C42 C43 C44 0.8(8) . . . . ? N4 C42 C43 C44 179.0(5) . . . . ? C42 C43 C44 C45 -1.0(8) . . . . ? C48 O2 C45 C46 -5.9(8) . . . . ? C48 O2 C45 C44 173.0(5) . . . . ? C43 C44 C45 O2 -178.6(5) . . . . ? C43 C44 C45 C46 0.2(8) . . . . ? O2 C45 C46 C47 179.6(5) . . . . ? C44 C45 C46 C47 0.8(8) . . . . ? C45 C46 C47 C42 -1.1(8) . . . . ? C43 C42 C47 C46 0.3(8) . . . . ? N4 C42 C47 C46 -177.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.392 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.063 data_3a _database_code_depnum_ccdc_archive 'CCDC 903414' #TrackingRef '14293_web_deposit_cif_file_0_HayatoTsurugi_1348709885.CpMpyr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3a _chemical_melting_point ? _chemical_formula_moiety 'C24 H32 N2 O Zr' _chemical_formula_sum 'C24 H32 N2 O Zr' _chemical_formula_weight 455.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 '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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1395(4) _cell_length_b 9.5693(4) _cell_length_c 14.4498(6) _cell_angle_alpha 103.4010(10) _cell_angle_beta 97.5500(10) _cell_angle_gamma 110.7440(10) _cell_volume 1117.55(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 28283 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 27.45 _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.508 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.720 _exptl_absorpt_correction_T_max 0.903 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31628 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0138 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5096 _reflns_number_gt 4872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' _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^)+(0.0427P)^2^+0.6794P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5096 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0245 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0789 _refine_ls_wR_factor_gt 0.0754 _refine_ls_goodness_of_fit_ref 1.177 _refine_ls_restrained_S_all 1.177 _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 Zr1 Zr -0.159912(17) 0.875362(17) 0.739038(11) 0.01607(7) Uani 1 1 d . . . O1 O 0.66860(15) 1.34439(16) 1.03799(11) 0.0283(3) Uani 1 1 d . . . N1 N -0.23025(17) 0.63769(17) 0.76236(11) 0.0206(3) Uani 1 1 d . . . N2 N 0.05329(16) 0.87925(16) 0.85604(10) 0.0169(3) Uani 1 1 d . . . C1 C -0.0014(2) 0.8381(2) 0.61349(13) 0.0238(4) Uani 1 1 d . . . C2 C -0.1667(2) 0.7640(2) 0.56302(13) 0.0254(4) Uani 1 1 d . . . C3 C -0.2276(2) 0.8820(3) 0.56519(13) 0.0281(4) Uani 1 1 d . . . C4 C -0.0998(3) 1.0284(2) 0.61723(15) 0.0301(4) Uani 1 1 d . . . C5 C 0.0392(2) 1.0012(2) 0.64597(14) 0.0271(4) Uani 1 1 d . . . C6 C 0.1074(3) 0.7524(3) 0.62388(16) 0.0339(5) Uani 1 1 d . . . H6A H 0.0725 0.6858 0.6658 0.041 Uiso 1 1 calc R . . H6B H 0.2184 0.8286 0.6534 0.041 Uiso 1 1 calc R . . H6C H 0.1018 0.6872 0.5592 0.041 Uiso 1 1 calc R . . C7 C -0.2550(3) 0.5920(3) 0.51162(16) 0.0365(5) Uani 1 1 d . . . H7A H -0.2183 0.5330 0.5495 0.044 Uiso 1 1 calc R . . H7B H -0.2335 0.5680 0.4464 0.044 Uiso 1 1 calc R . . H7C H -0.3708 0.5627 0.5054 0.044 Uiso 1 1 calc R . . C8 C -0.3914(3) 0.8592(4) 0.51237(16) 0.0440(6) Uani 1 1 d . . . H8A H -0.3861 0.8758 0.4483 0.053 Uiso 1 1 calc R . . H8B H -0.4268 0.9345 0.5509 0.053 Uiso 1 1 calc R . . H8C H -0.4681 0.7524 0.5035 0.053 Uiso 1 1 calc R . . C9 C -0.1040(4) 1.1871(3) 0.63091(19) 0.0467(6) Uani 1 1 d . . . H9A H -0.2160 1.1759 0.6155 0.056 Uiso 1 1 calc R . . H9B H -0.0458 1.2375 0.5872 0.056 Uiso 1 1 calc R . . H9C H -0.0528 1.2517 0.6990 0.056 Uiso 1 1 calc R . . C10 C 0.2028(3) 1.1281(3) 0.69820(16) 0.0365(5) Uani 1 1 d . . . H10A H 0.2362 1.2004 0.6595 0.044 Uiso 1 1 calc R . . H10B H 0.2809 1.0808 0.7066 0.044 Uiso 1 1 calc R . . H10C H 0.1977 1.1855 0.7625 0.044 Uiso 1 1 calc R . . C11 C -0.1145(2) 1.1111(2) 0.84157(13) 0.0213(3) Uani 1 1 d . . . H11A H -0.1402 1.0986 0.9037 0.026 Uiso 1 1 calc R . . H11B H -0.1824 1.1563 0.8120 0.026 Uiso 1 1 calc R . . H11C H -0.0010 1.1809 0.8536 0.026 Uiso 1 1 calc R . . C12 C -0.4269(2) 0.8174(2) 0.72037(15) 0.0256(4) Uani 1 1 d . . . H12A H -0.4581 0.8041 0.7811 0.031 Uiso 1 1 calc R . . H12B H -0.4876 0.7201 0.6668 0.031 Uiso 1 1 calc R . . H12C H -0.4504 0.9029 0.7051 0.031 Uiso 1 1 calc R . . C13 C -0.3648(2) 0.5020(2) 0.73484(14) 0.0256(4) Uani 1 1 d . . . H13 H -0.4603 0.4814 0.6892 0.031 Uiso 1 1 calc R . . C14 C -0.3432(2) 0.3973(2) 0.78273(16) 0.0309(4) Uani 1 1 d . . . H14 H -0.4195 0.2954 0.7758 0.037 Uiso 1 1 calc R . . C15 C -0.1879(2) 0.4710(2) 0.84283(15) 0.0278(4) Uani 1 1 d . . . H15 H -0.1378 0.4298 0.8850 0.033 Uiso 1 1 calc R . . C16 C -0.1214(2) 0.6177(2) 0.82832(13) 0.0204(3) Uani 1 1 d . . . C17 C 0.0279(2) 0.7459(2) 0.87312(12) 0.0188(3) Uani 1 1 d . . . H17 H 0.1091 0.7348 0.9154 0.023 Uiso 1 1 calc R . . C18 C 0.20975(19) 1.00238(19) 0.90260(12) 0.0171(3) Uani 1 1 d . . . C19 C 0.2262(2) 1.1356(2) 0.97346(12) 0.0196(3) Uani 1 1 d . . . H19 H 0.1329 1.1468 0.9901 0.023 Uiso 1 1 calc R . . C20 C 0.3779(2) 1.2539(2) 1.02089(13) 0.0218(3) Uani 1 1 d . . . H20 H 0.3880 1.3446 1.0698 0.026 Uiso 1 1 calc R . . C21 C 0.5138(2) 1.2376(2) 0.99566(13) 0.0214(3) Uani 1 1 d . . . C22 C 0.4981(2) 1.1048(2) 0.92374(14) 0.0241(4) Uani 1 1 d . . . H22 H 0.5911 1.0949 0.9057 0.029 Uiso 1 1 calc R . . C23 C 0.3479(2) 0.9874(2) 0.87839(13) 0.0212(3) Uani 1 1 d . . . H23 H 0.3382 0.8958 0.8305 0.025 Uiso 1 1 calc R . . C24 C 0.6915(2) 1.4757(2) 1.11769(17) 0.0335(4) Uani 1 1 d . . . H24A H 0.6422 1.4390 1.1686 0.040 Uiso 1 1 calc R . . H24B H 0.6410 1.5401 1.0946 0.040 Uiso 1 1 calc R . . H24C H 0.8069 1.5383 1.1448 0.040 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 Zr1 0.01547(9) 0.01754(9) 0.01617(10) 0.00471(6) 0.00423(6) 0.00773(7) O1 0.0162(6) 0.0249(7) 0.0362(8) 0.0063(6) 0.0029(5) 0.0023(5) N1 0.0178(7) 0.0182(7) 0.0234(7) 0.0039(6) 0.0036(6) 0.0062(6) N2 0.0139(6) 0.0177(6) 0.0173(7) 0.0029(5) 0.0033(5) 0.0060(5) C1 0.0234(9) 0.0355(10) 0.0152(8) 0.0057(7) 0.0069(7) 0.0152(8) C2 0.0253(9) 0.0347(10) 0.0176(8) 0.0040(7) 0.0054(7) 0.0158(8) C3 0.0323(10) 0.0461(11) 0.0155(8) 0.0106(8) 0.0071(7) 0.0253(9) C4 0.0452(12) 0.0356(10) 0.0251(9) 0.0177(8) 0.0198(8) 0.0243(9) C5 0.0299(10) 0.0326(10) 0.0222(9) 0.0118(8) 0.0140(7) 0.0116(8) C6 0.0328(11) 0.0506(13) 0.0283(10) 0.0098(9) 0.0114(8) 0.0279(10) C7 0.0346(11) 0.0384(11) 0.0268(10) -0.0042(9) 0.0028(8) 0.0139(9) C8 0.0434(13) 0.0807(18) 0.0242(10) 0.0166(11) 0.0056(9) 0.0437(13) C9 0.0822(19) 0.0464(13) 0.0415(13) 0.0302(11) 0.0348(13) 0.0423(14) C10 0.0333(11) 0.0373(11) 0.0327(11) 0.0121(9) 0.0146(9) 0.0035(9) C11 0.0220(8) 0.0202(8) 0.0227(8) 0.0060(6) 0.0057(7) 0.0097(7) C12 0.0200(8) 0.0286(9) 0.0294(9) 0.0078(7) 0.0063(7) 0.0115(7) C13 0.0204(8) 0.0207(8) 0.0283(9) 0.0022(7) 0.0017(7) 0.0043(7) C14 0.0284(10) 0.0167(8) 0.0419(11) 0.0062(8) 0.0071(8) 0.0044(7) C15 0.0305(10) 0.0184(8) 0.0355(10) 0.0097(7) 0.0076(8) 0.0100(7) C16 0.0208(8) 0.0171(8) 0.0242(8) 0.0047(6) 0.0057(7) 0.0092(7) C17 0.0177(8) 0.0204(8) 0.0193(8) 0.0043(6) 0.0044(6) 0.0097(6) C18 0.0148(7) 0.0186(7) 0.0176(8) 0.0063(6) 0.0034(6) 0.0059(6) C19 0.0170(8) 0.0218(8) 0.0188(8) 0.0040(6) 0.0047(6) 0.0076(6) C20 0.0215(8) 0.0189(8) 0.0228(8) 0.0046(6) 0.0043(7) 0.0069(7) C21 0.0164(8) 0.0209(8) 0.0249(9) 0.0097(7) 0.0026(6) 0.0043(6) C22 0.0165(8) 0.0286(9) 0.0299(9) 0.0096(7) 0.0089(7) 0.0103(7) C23 0.0186(8) 0.0230(8) 0.0216(8) 0.0035(7) 0.0060(6) 0.0093(7) C24 0.0236(9) 0.0233(9) 0.0408(12) 0.0037(8) -0.0016(8) 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 Zr1 N1 2.2529(15) . ? Zr1 C11 2.2543(17) . ? Zr1 C12 2.2656(18) . ? Zr1 N2 2.3897(14) . ? Zr1 C2 2.5027(18) . ? Zr1 C1 2.5045(17) . ? Zr1 C3 2.5279(18) . ? Zr1 C5 2.5323(18) . ? Zr1 C4 2.5344(19) . ? O1 C21 1.371(2) . ? O1 C24 1.424(3) . ? N1 C13 1.363(2) . ? N1 C16 1.380(2) . ? N2 C17 1.302(2) . ? N2 C18 1.439(2) . ? C1 C5 1.414(3) . ? C1 C2 1.425(3) . ? C1 C6 1.509(3) . ? C2 C3 1.421(3) . ? C2 C7 1.499(3) . ? C3 C4 1.419(3) . ? C3 C8 1.504(3) . ? C4 C5 1.415(3) . ? C4 C9 1.501(3) . ? C5 C10 1.507(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.395(3) . ? C13 H13 0.9500 . ? C14 C15 1.396(3) . ? C14 H14 0.9500 . ? C15 C16 1.396(2) . ? C15 H15 0.9500 . ? C16 C17 1.414(2) . ? C17 H17 0.9500 . ? C18 C19 1.384(2) . ? C18 C23 1.399(2) . ? C19 C20 1.397(2) . ? C19 H19 0.9500 . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.391(3) . ? C22 C23 1.381(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 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 N1 Zr1 C11 131.10(6) . . ? N1 Zr1 C12 82.87(6) . . ? C11 Zr1 C12 87.89(7) . . ? N1 Zr1 N2 70.97(5) . . ? C11 Zr1 N2 85.02(6) . . ? C12 Zr1 N2 137.40(6) . . ? N1 Zr1 C2 91.58(6) . . ? C11 Zr1 C2 137.28(7) . . ? C12 Zr1 C2 97.24(7) . . ? N2 Zr1 C2 115.99(5) . . ? N1 Zr1 C1 98.06(6) . . ? C11 Zr1 C1 123.40(7) . . ? C12 Zr1 C1 130.12(7) . . ? N2 Zr1 C1 87.44(5) . . ? C2 Zr1 C1 33.06(6) . . ? N1 Zr1 C3 117.06(6) . . ? C11 Zr1 C3 108.43(7) . . ? C12 Zr1 C3 80.56(7) . . ? N2 Zr1 C3 141.22(6) . . ? C2 Zr1 C3 32.81(6) . . ? C1 Zr1 C3 54.50(6) . . ? N1 Zr1 C5 129.37(6) . . ? C11 Zr1 C5 91.43(7) . . ? C12 Zr1 C5 131.64(7) . . ? N2 Zr1 C5 90.55(6) . . ? C2 Zr1 C5 54.15(7) . . ? C1 Zr1 C5 32.59(6) . . ? C3 Zr1 C5 53.99(7) . . ? N1 Zr1 C4 145.68(6) . . ? C11 Zr1 C4 83.20(7) . . ? C12 Zr1 C4 99.86(7) . . ? N2 Zr1 C4 120.78(6) . . ? C2 Zr1 C4 54.10(7) . . ? C1 Zr1 C4 54.12(6) . . ? C3 Zr1 C4 32.56(7) . . ? C5 Zr1 C4 32.42(7) . . ? C21 O1 C24 117.37(15) . . ? C13 N1 C16 105.54(15) . . ? C13 N1 Zr1 136.76(13) . . ? C16 N1 Zr1 117.34(11) . . ? C17 N2 C18 115.97(14) . . ? C17 N2 Zr1 114.46(11) . . ? C18 N2 Zr1 129.29(11) . . ? C5 C1 C2 107.70(17) . . ? C5 C1 C6 128.05(18) . . ? C2 C1 C6 124.19(19) . . ? C5 C1 Zr1 74.79(10) . . ? C2 C1 Zr1 73.40(10) . . ? C6 C1 Zr1 119.87(13) . . ? C3 C2 C1 108.15(18) . . ? C3 C2 C7 126.92(18) . . ? C1 C2 C7 124.81(18) . . ? C3 C2 Zr1 74.57(10) . . ? C1 C2 Zr1 73.54(10) . . ? C7 C2 Zr1 120.85(14) . . ? C4 C3 C2 107.54(17) . . ? C4 C3 C8 125.7(2) . . ? C2 C3 C8 126.5(2) . . ? C4 C3 Zr1 73.97(11) . . ? C2 C3 Zr1 72.62(10) . . ? C8 C3 Zr1 124.32(14) . . ? C5 C4 C3 108.31(18) . . ? C5 C4 C9 124.9(2) . . ? C3 C4 C9 126.5(2) . . ? C5 C4 Zr1 73.71(11) . . ? C3 C4 Zr1 73.47(11) . . ? C9 C4 Zr1 123.69(14) . . ? C1 C5 C4 108.29(18) . . ? C1 C5 C10 127.08(19) . . ? C4 C5 C10 124.6(2) . . ? C1 C5 Zr1 72.62(10) . . ? C4 C5 Zr1 73.87(11) . . ? C10 C5 Zr1 121.59(13) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Zr1 C11 H11A 109.5 . . ? Zr1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Zr1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Zr1 C12 H12A 109.5 . . ? Zr1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Zr1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C14 110.83(17) . . ? N1 C13 H13 124.6 . . ? C14 C13 H13 124.6 . . ? C13 C14 C15 106.87(17) . . ? C13 C14 H14 126.6 . . ? C15 C14 H14 126.6 . . ? C14 C15 C16 105.94(17) . . ? C14 C15 H15 127.0 . . ? C16 C15 H15 127.0 . . ? N1 C16 C15 110.82(16) . . ? N1 C16 C17 117.53(15) . . ? C15 C16 C17 131.51(17) . . ? N2 C17 C16 119.56(16) . . ? N2 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C19 C18 C23 119.04(16) . . ? C19 C18 N2 120.57(15) . . ? C23 C18 N2 120.38(15) . . ? C18 C19 C20 121.00(16) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 119.24(16) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? O1 C21 C20 124.52(17) . . ? O1 C21 C22 115.41(16) . . ? C20 C21 C22 120.07(16) . . ? C23 C22 C21 120.25(16) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C18 120.38(16) . . ? C22 C23 H23 119.8 . . ? C18 C23 H23 119.8 . . ? O1 C24 H24A 109.5 . . ? O1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C11 Zr1 N1 C13 107.24(19) . . . . ? C12 Zr1 N1 C13 26.36(18) . . . . ? N2 Zr1 N1 C13 172.24(19) . . . . ? C2 Zr1 N1 C13 -70.75(19) . . . . ? C1 Zr1 N1 C13 -103.30(18) . . . . ? C3 Zr1 N1 C13 -49.2(2) . . . . ? C5 Zr1 N1 C13 -113.42(18) . . . . ? C4 Zr1 N1 C13 -70.7(2) . . . . ? C11 Zr1 N1 C16 -64.77(15) . . . . ? C12 Zr1 N1 C16 -145.65(14) . . . . ? N2 Zr1 N1 C16 0.23(12) . . . . ? C2 Zr1 N1 C16 117.24(13) . . . . ? C1 Zr1 N1 C16 84.69(13) . . . . ? C3 Zr1 N1 C16 138.80(12) . . . . ? C5 Zr1 N1 C16 74.57(15) . . . . ? C4 Zr1 N1 C16 117.29(15) . . . . ? N1 Zr1 N2 C17 2.04(11) . . . . ? C11 Zr1 N2 C17 138.76(13) . . . . ? C12 Zr1 N2 C17 57.35(15) . . . . ? C2 Zr1 N2 C17 -80.17(13) . . . . ? C1 Zr1 N2 C17 -97.40(12) . . . . ? C3 Zr1 N2 C17 -107.78(14) . . . . ? C5 Zr1 N2 C17 -129.85(12) . . . . ? C4 Zr1 N2 C17 -142.20(12) . . . . ? N1 Zr1 N2 C18 175.55(15) . . . . ? C11 Zr1 N2 C18 -47.72(14) . . . . ? C12 Zr1 N2 C18 -129.13(14) . . . . ? C2 Zr1 N2 C18 93.35(14) . . . . ? C1 Zr1 N2 C18 76.12(14) . . . . ? C3 Zr1 N2 C18 65.74(17) . . . . ? C5 Zr1 N2 C18 43.67(14) . . . . ? C4 Zr1 N2 C18 31.32(15) . . . . ? N1 Zr1 C1 C5 -165.39(11) . . . . ? C11 Zr1 C1 C5 -12.69(14) . . . . ? C12 Zr1 C1 C5 107.16(13) . . . . ? N2 Zr1 C1 C5 -95.02(11) . . . . ? C2 Zr1 C1 C5 114.20(17) . . . . ? C3 Zr1 C1 C5 77.01(13) . . . . ? C4 Zr1 C1 C5 36.63(12) . . . . ? N1 Zr1 C1 C2 80.41(12) . . . . ? C11 Zr1 C1 C2 -126.89(12) . . . . ? C12 Zr1 C1 C2 -7.03(15) . . . . ? N2 Zr1 C1 C2 150.78(12) . . . . ? C3 Zr1 C1 C2 -37.19(12) . . . . ? C5 Zr1 C1 C2 -114.20(17) . . . . ? C4 Zr1 C1 C2 -77.57(13) . . . . ? N1 Zr1 C1 C6 -39.92(16) . . . . ? C11 Zr1 C1 C6 112.78(16) . . . . ? C12 Zr1 C1 C6 -127.36(16) . . . . ? N2 Zr1 C1 C6 30.45(16) . . . . ? C2 Zr1 C1 C6 -120.3(2) . . . . ? C3 Zr1 C1 C6 -157.52(19) . . . . ? C5 Zr1 C1 C6 125.5(2) . . . . ? C4 Zr1 C1 C6 162.10(19) . . . . ? C5 C1 C2 C3 -0.4(2) . . . . ? C6 C1 C2 C3 -177.68(18) . . . . ? Zr1 C1 C2 C3 67.12(13) . . . . ? C5 C1 C2 C7 176.02(18) . . . . ? C6 C1 C2 C7 -1.3(3) . . . . ? Zr1 C1 C2 C7 -116.47(19) . . . . ? C5 C1 C2 Zr1 -67.51(13) . . . . ? C6 C1 C2 Zr1 115.20(18) . . . . ? N1 Zr1 C2 C3 142.85(12) . . . . ? C11 Zr1 C2 C3 -34.91(16) . . . . ? C12 Zr1 C2 C3 59.84(13) . . . . ? N2 Zr1 C2 C3 -147.60(11) . . . . ? C1 Zr1 C2 C3 -114.74(18) . . . . ? C5 Zr1 C2 C3 -77.43(13) . . . . ? C4 Zr1 C2 C3 -37.12(12) . . . . ? N1 Zr1 C2 C1 -102.41(12) . . . . ? C11 Zr1 C2 C1 79.83(14) . . . . ? C12 Zr1 C2 C1 174.58(12) . . . . ? N2 Zr1 C2 C1 -32.86(13) . . . . ? C3 Zr1 C2 C1 114.74(18) . . . . ? C5 Zr1 C2 C1 37.31(11) . . . . ? C4 Zr1 C2 C1 77.63(13) . . . . ? N1 Zr1 C2 C7 18.72(16) . . . . ? C11 Zr1 C2 C7 -159.05(14) . . . . ? C12 Zr1 C2 C7 -64.29(16) . . . . ? N2 Zr1 C2 C7 88.27(16) . . . . ? C1 Zr1 C2 C7 121.1(2) . . . . ? C3 Zr1 C2 C7 -124.1(2) . . . . ? C5 Zr1 C2 C7 158.44(18) . . . . ? C4 Zr1 C2 C7 -161.25(18) . . . . ? C1 C2 C3 C4 -0.2(2) . . . . ? C7 C2 C3 C4 -176.47(19) . . . . ? Zr1 C2 C3 C4 66.27(13) . . . . ? C1 C2 C3 C8 173.34(19) . . . . ? C7 C2 C3 C8 -3.0(3) . . . . ? Zr1 C2 C3 C8 -120.2(2) . . . . ? C1 C2 C3 Zr1 -66.43(13) . . . . ? C7 C2 C3 Zr1 117.3(2) . . . . ? N1 Zr1 C3 C4 -157.41(11) . . . . ? C11 Zr1 C3 C4 41.10(13) . . . . ? C12 Zr1 C3 C4 125.66(12) . . . . ? N2 Zr1 C3 C4 -64.48(15) . . . . ? C2 Zr1 C3 C4 -114.74(17) . . . . ? C1 Zr1 C3 C4 -77.25(12) . . . . ? C5 Zr1 C3 C4 -36.80(11) . . . . ? N1 Zr1 C3 C2 -42.68(13) . . . . ? C11 Zr1 C3 C2 155.84(12) . . . . ? C12 Zr1 C3 C2 -119.60(13) . . . . ? N2 Zr1 C3 C2 50.26(17) . . . . ? C1 Zr1 C3 C2 37.48(11) . . . . ? C5 Zr1 C3 C2 77.94(13) . . . . ? C4 Zr1 C3 C2 114.74(17) . . . . ? N1 Zr1 C3 C8 80.0(2) . . . . ? C11 Zr1 C3 C8 -81.5(2) . . . . ? C12 Zr1 C3 C8 3.10(19) . . . . ? N2 Zr1 C3 C8 172.96(17) . . . . ? C2 Zr1 C3 C8 122.7(3) . . . . ? C1 Zr1 C3 C8 160.2(2) . . . . ? C5 Zr1 C3 C8 -159.4(2) . . . . ? C4 Zr1 C3 C8 -122.6(2) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? C8 C3 C4 C5 -172.92(19) . . . . ? Zr1 C3 C4 C5 66.02(13) . . . . ? C2 C3 C4 C9 174.62(19) . . . . ? C8 C3 C4 C9 1.0(3) . . . . ? Zr1 C3 C4 C9 -120.0(2) . . . . ? C2 C3 C4 Zr1 -65.37(13) . . . . ? C8 C3 C4 Zr1 121.1(2) . . . . ? N1 Zr1 C4 C5 -78.00(17) . . . . ? C11 Zr1 C4 C5 103.57(13) . . . . ? C12 Zr1 C4 C5 -169.78(12) . . . . ? N2 Zr1 C4 C5 23.51(14) . . . . ? C2 Zr1 C4 C5 -77.94(12) . . . . ? C1 Zr1 C4 C5 -36.82(11) . . . . ? C3 Zr1 C4 C5 -115.35(17) . . . . ? N1 Zr1 C4 C3 37.35(17) . . . . ? C11 Zr1 C4 C3 -141.09(12) . . . . ? C12 Zr1 C4 C3 -54.44(12) . . . . ? N2 Zr1 C4 C3 138.86(11) . . . . ? C2 Zr1 C4 C3 37.41(11) . . . . ? C1 Zr1 C4 C3 78.53(12) . . . . ? C5 Zr1 C4 C3 115.35(17) . . . . ? N1 Zr1 C4 C9 160.60(18) . . . . ? C11 Zr1 C4 C9 -17.8(2) . . . . ? C12 Zr1 C4 C9 68.8(2) . . . . ? N2 Zr1 C4 C9 -97.9(2) . . . . ? C2 Zr1 C4 C9 160.7(2) . . . . ? C1 Zr1 C4 C9 -158.2(2) . . . . ? C3 Zr1 C4 C9 123.2(3) . . . . ? C5 Zr1 C4 C9 -121.4(3) . . . . ? C2 C1 C5 C4 0.8(2) . . . . ? C6 C1 C5 C4 177.95(18) . . . . ? Zr1 C1 C5 C4 -65.79(13) . . . . ? C2 C1 C5 C10 -176.59(18) . . . . ? C6 C1 C5 C10 0.6(3) . . . . ? Zr1 C1 C5 C10 116.84(19) . . . . ? C2 C1 C5 Zr1 66.58(13) . . . . ? C6 C1 C5 Zr1 -116.27(19) . . . . ? C3 C4 C5 C1 -0.9(2) . . . . ? C9 C4 C5 C1 -174.99(18) . . . . ? Zr1 C4 C5 C1 64.97(13) . . . . ? C3 C4 C5 C10 176.57(18) . . . . ? C9 C4 C5 C10 2.5(3) . . . . ? Zr1 C4 C5 C10 -117.57(18) . . . . ? C3 C4 C5 Zr1 -65.86(13) . . . . ? C9 C4 C5 Zr1 120.04(19) . . . . ? N1 Zr1 C5 C1 18.84(14) . . . . ? C11 Zr1 C5 C1 169.43(11) . . . . ? C12 Zr1 C5 C1 -102.13(13) . . . . ? N2 Zr1 C5 C1 84.39(11) . . . . ? C2 Zr1 C5 C1 -37.87(11) . . . . ? C3 Zr1 C5 C1 -78.69(12) . . . . ? C4 Zr1 C5 C1 -115.65(17) . . . . ? N1 Zr1 C5 C4 134.49(12) . . . . ? C11 Zr1 C5 C4 -74.92(13) . . . . ? C12 Zr1 C5 C4 13.52(16) . . . . ? N2 Zr1 C5 C4 -159.96(12) . . . . ? C2 Zr1 C5 C4 77.78(13) . . . . ? C1 Zr1 C5 C4 115.65(17) . . . . ? C3 Zr1 C5 C4 36.96(12) . . . . ? N1 Zr1 C5 C10 -104.47(17) . . . . ? C11 Zr1 C5 C10 46.12(17) . . . . ? C12 Zr1 C5 C10 134.56(16) . . . . ? N2 Zr1 C5 C10 -38.92(17) . . . . ? C2 Zr1 C5 C10 -161.2(2) . . . . ? C1 Zr1 C5 C10 -123.3(2) . . . . ? C3 Zr1 C5 C10 158.0(2) . . . . ? C4 Zr1 C5 C10 121.0(2) . . . . ? C16 N1 C13 C14 0.4(2) . . . . ? Zr1 N1 C13 C14 -172.19(14) . . . . ? N1 C13 C14 C15 -0.1(2) . . . . ? C13 C14 C15 C16 -0.3(2) . . . . ? C13 N1 C16 C15 -0.6(2) . . . . ? Zr1 N1 C16 C15 173.68(12) . . . . ? C13 N1 C16 C17 -176.69(16) . . . . ? Zr1 N1 C16 C17 -2.4(2) . . . . ? C14 C15 C16 N1 0.6(2) . . . . ? C14 C15 C16 C17 175.91(19) . . . . ? C18 N2 C17 C16 -178.51(15) . . . . ? Zr1 N2 C17 C16 -4.1(2) . . . . ? N1 C16 C17 N2 4.4(2) . . . . ? C15 C16 C17 N2 -170.62(19) . . . . ? C17 N2 C18 C19 -114.53(18) . . . . ? Zr1 N2 C18 C19 72.0(2) . . . . ? C17 N2 C18 C23 64.0(2) . . . . ? Zr1 N2 C18 C23 -109.45(16) . . . . ? C23 C18 C19 C20 -0.2(3) . . . . ? N2 C18 C19 C20 178.32(16) . . . . ? C18 C19 C20 C21 0.5(3) . . . . ? C24 O1 C21 C20 4.4(3) . . . . ? C24 O1 C21 C22 -174.79(17) . . . . ? C19 C20 C21 O1 -178.98(16) . . . . ? C19 C20 C21 C22 0.2(3) . . . . ? O1 C21 C22 C23 178.01(17) . . . . ? C20 C21 C22 C23 -1.2(3) . . . . ? C21 C22 C23 C18 1.6(3) . . . . ? C19 C18 C23 C22 -0.8(3) . . . . ? N2 C18 C23 C22 -179.37(16) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.445 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.091 data_4c _database_code_depnum_ccdc_archive 'CCDC 903415' #TrackingRef '14293_web_deposit_cif_file_0_HayatoTsurugi_1348709885.CpMpyr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4c _chemical_melting_point ? _chemical_formula_moiety 'C25 H34 Hf N2' _chemical_formula_sum 'C25 H34 Hf N2' _chemical_formula_weight 541.03 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' Hf Hf -0.5830 6.1852 '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 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 15.6422(9) _cell_length_b 8.9096(5) _cell_length_c 16.7840(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.262(3) _cell_angle_gamma 90.00 _cell_volume 2339.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 105930 _cell_measurement_theta_min 3.34 _cell_measurement_theta_max 30.50 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 4.471 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.142 _exptl_absorpt_correction_T_max 0.328 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 77116 _diffrn_reflns_av_R_equivalents 0.0642 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 30.51 _reflns_number_total 7135 _reflns_number_gt 6062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' _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^)+(0.0476P)^2^+1.1458P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7135 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0869 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.181 _refine_ls_restrained_S_all 1.181 _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 Hf1 Hf 0.726147(7) 0.415209(13) 0.200849(7) 0.02370(5) Uani 1 1 d . . . N1 N 0.69037(19) 0.5757(3) 0.10368(18) 0.0316(6) Uani 1 1 d . . . N2 N 0.82818(18) 0.4024(3) 0.09677(17) 0.0297(5) Uani 1 1 d . . . C1 C 0.6194(2) 0.2229(3) 0.15812(19) 0.0275(6) Uani 1 1 d . . . C2 C 0.6698(2) 0.1531(3) 0.21772(19) 0.0302(6) Uani 1 1 d . . . C3 C 0.6543(2) 0.2278(4) 0.2909(2) 0.0365(7) Uani 1 1 d . . . C4 C 0.5932(2) 0.3403(4) 0.2776(2) 0.0388(8) Uani 1 1 d . . . C5 C 0.5707(2) 0.3383(4) 0.1960(2) 0.0342(7) Uani 1 1 d . . . C6 C 0.6101(2) 0.1800(4) 0.0718(2) 0.0386(8) Uani 1 1 d . . . H6A H 0.6506 0.0995 0.0592 0.046 Uiso 1 1 calc R . . H6B H 0.6220 0.2674 0.0382 0.046 Uiso 1 1 calc R . . H6C H 0.5517 0.1449 0.0617 0.046 Uiso 1 1 calc R . . C7 C 0.7240(3) 0.0149(4) 0.2094(3) 0.0478(10) Uani 1 1 d . . . H7A H 0.7132 -0.0315 0.1573 0.057 Uiso 1 1 calc R . . H7B H 0.7097 -0.0565 0.2517 0.057 Uiso 1 1 calc R . . H7C H 0.7845 0.0424 0.2137 0.057 Uiso 1 1 calc R . . C8 C 0.6906(3) 0.1797(6) 0.3710(2) 0.0587(13) Uani 1 1 d . . . H8A H 0.6507 0.1106 0.3969 0.070 Uiso 1 1 calc R . . H8B H 0.6990 0.2683 0.4048 0.070 Uiso 1 1 calc R . . H8C H 0.7456 0.1292 0.3630 0.070 Uiso 1 1 calc R . . C9 C 0.5522(3) 0.4354(5) 0.3418(3) 0.0636(15) Uani 1 1 d . . . H9A H 0.5961 0.4675 0.3801 0.076 Uiso 1 1 calc R . . H9B H 0.5086 0.3763 0.3694 0.076 Uiso 1 1 calc R . . H9C H 0.5256 0.5239 0.3175 0.076 Uiso 1 1 calc R . . C10 C 0.4993(3) 0.4240(4) 0.1583(3) 0.0510(11) Uani 1 1 d . . . H10A H 0.5137 0.4467 0.1028 0.061 Uiso 1 1 calc R . . H10B H 0.4903 0.5178 0.1875 0.061 Uiso 1 1 calc R . . H10C H 0.4469 0.3637 0.1597 0.061 Uiso 1 1 calc R . . C11 C 0.8421(2) 0.3461(4) 0.2722(2) 0.0344(7) Uani 1 1 d . . . H11A H 0.8883 0.4186 0.2636 0.041 Uiso 1 1 calc R . . H11B H 0.8609 0.2462 0.2551 0.041 Uiso 1 1 calc R . . H11C H 0.8276 0.3434 0.3290 0.041 Uiso 1 1 calc R . . C12 C 0.7143(2) 0.6125(4) 0.2812(2) 0.0341(7) Uani 1 1 d . . . H12A H 0.7143 0.5786 0.3367 0.041 Uiso 1 1 calc R . . H12B H 0.6607 0.6654 0.2696 0.041 Uiso 1 1 calc R . . H12C H 0.7626 0.6805 0.2726 0.041 Uiso 1 1 calc R . . C13 C 0.6292(3) 0.6808(4) 0.0924(2) 0.0403(8) Uani 1 1 d . . . H13 H 0.5859 0.7039 0.1300 0.048 Uiso 1 1 calc R . . C14 C 0.6373(3) 0.7505(4) 0.0190(2) 0.0439(9) Uani 1 1 d . . . H14 H 0.6017 0.8273 -0.0021 0.053 Uiso 1 1 calc R . . C15 C 0.7081(3) 0.6859(4) -0.0180(2) 0.0432(8) Uani 1 1 d . . . H15 H 0.7306 0.7096 -0.0690 0.052 Uiso 1 1 calc R . . C16 C 0.7389(2) 0.5790(3) 0.0357(2) 0.0331(7) Uani 1 1 d . . . C17 C 0.8126(2) 0.4887(4) 0.0358(2) 0.0344(7) Uani 1 1 d . . . H17 H 0.8506 0.4906 -0.0082 0.041 Uiso 1 1 calc R . . C18 C 0.9117(2) 0.3326(4) 0.09996(19) 0.0335(7) Uani 1 1 d . . . C19 C 0.9207(2) 0.1808(4) 0.0799(2) 0.0376(7) Uani 1 1 d . . . C20 C 1.0005(3) 0.1134(5) 0.0918(3) 0.0486(10) Uani 1 1 d . . . H20 H 1.0076 0.0097 0.0803 0.058 Uiso 1 1 calc R . . C21 C 1.0687(3) 0.1951(6) 0.1198(3) 0.0536(11) Uani 1 1 d . . . H21 H 1.1221 0.1472 0.1287 0.064 Uiso 1 1 calc R . . C22 C 1.0599(2) 0.3462(6) 0.1351(2) 0.0514(10) Uani 1 1 d . . . H22 H 1.1082 0.4020 0.1526 0.062 Uiso 1 1 calc R . . C23 C 0.9811(2) 0.4195(4) 0.1254(2) 0.0410(8) Uani 1 1 d . . . C24 C 0.8484(3) 0.0947(4) 0.0431(3) 0.0460(9) Uani 1 1 d . . . H24A H 0.8560 -0.0126 0.0539 0.055 Uiso 1 1 calc R . . H24B H 0.8478 0.1116 -0.0146 0.055 Uiso 1 1 calc R . . H24C H 0.7942 0.1287 0.0659 0.055 Uiso 1 1 calc R . . C25 C 0.9728(3) 0.5855(5) 0.1401(3) 0.0553(12) Uani 1 1 d . . . H25A H 0.9266 0.6035 0.1782 0.066 Uiso 1 1 calc R . . H25B H 0.9597 0.6367 0.0899 0.066 Uiso 1 1 calc R . . H25C H 1.0266 0.6243 0.1620 0.066 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 Hf1 0.02225(7) 0.02205(7) 0.02682(8) 0.00074(4) 0.00175(5) 0.00016(4) N1 0.0313(15) 0.0272(12) 0.0363(15) 0.0056(10) 0.0002(12) 0.0018(10) N2 0.0239(13) 0.0344(14) 0.0310(14) 0.0015(10) 0.0006(10) 0.0010(10) C1 0.0255(14) 0.0273(14) 0.0296(15) 0.0008(11) 0.0012(11) -0.0072(11) C2 0.0341(17) 0.0224(13) 0.0340(16) 0.0007(11) 0.0006(12) -0.0046(12) C3 0.045(2) 0.0352(17) 0.0291(16) 0.0027(12) 0.0038(14) -0.0144(14) C4 0.0365(18) 0.0372(17) 0.0427(19) -0.0122(14) 0.0168(15) -0.0127(14) C5 0.0230(14) 0.0276(14) 0.052(2) -0.0003(14) 0.0054(13) -0.0029(12) C6 0.0368(19) 0.0466(19) 0.0324(17) -0.0030(14) 0.0007(14) -0.0108(15) C7 0.053(3) 0.0248(17) 0.066(3) 0.0013(15) -0.006(2) 0.0045(15) C8 0.076(3) 0.063(3) 0.037(2) 0.0154(19) -0.004(2) -0.032(2) C9 0.061(3) 0.060(3) 0.071(3) -0.030(2) 0.040(3) -0.021(2) C10 0.0255(17) 0.045(2) 0.083(3) 0.0021(19) -0.0050(19) 0.0035(15) C11 0.0287(16) 0.0450(19) 0.0296(16) 0.0052(13) -0.0020(12) 0.0014(14) C12 0.0375(18) 0.0265(14) 0.0382(18) -0.0045(12) 0.0017(14) -0.0024(13) C13 0.041(2) 0.0326(17) 0.047(2) 0.0069(15) 0.0007(16) 0.0079(15) C14 0.051(2) 0.0333(16) 0.047(2) 0.0101(16) -0.0171(17) 0.0005(17) C15 0.050(2) 0.0412(19) 0.0380(19) 0.0110(15) -0.0058(16) -0.0022(17) C16 0.0341(17) 0.0301(15) 0.0351(17) 0.0064(12) -0.0020(13) -0.0036(12) C17 0.0322(17) 0.0432(18) 0.0277(15) 0.0018(13) 0.0047(12) -0.0011(14) C18 0.0239(15) 0.0488(19) 0.0280(15) 0.0029(14) 0.0044(11) 0.0033(14) C19 0.0284(16) 0.053(2) 0.0315(17) 0.0002(15) 0.0060(13) 0.0090(15) C20 0.038(2) 0.061(2) 0.047(2) 0.0022(18) 0.0045(17) 0.0205(18) C21 0.0274(18) 0.085(3) 0.048(2) 0.006(2) 0.0019(16) 0.0140(19) C22 0.0241(17) 0.089(3) 0.041(2) 0.005(2) -0.0012(14) -0.0038(19) C23 0.0260(16) 0.062(2) 0.0352(19) 0.0038(15) 0.0024(13) -0.0057(15) C24 0.038(2) 0.047(2) 0.053(2) -0.0102(17) 0.0048(17) 0.0084(16) C25 0.042(2) 0.064(3) 0.060(3) 0.003(2) -0.002(2) -0.0201(19) _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 Hf1 C12 2.224(3) . ? Hf1 N1 2.238(3) . ? Hf1 C11 2.255(3) . ? Hf1 N2 2.374(3) . ? Hf1 C1 2.495(3) . ? Hf1 C2 2.512(3) . ? Hf1 C3 2.520(3) . ? Hf1 C5 2.527(3) . ? Hf1 C4 2.541(3) . ? N1 C13 1.352(4) . ? N1 C16 1.373(5) . ? N2 C17 1.302(4) . ? N2 C18 1.448(4) . ? C1 C2 1.415(5) . ? C1 C5 1.430(4) . ? C1 C6 1.505(4) . ? C2 C3 1.418(5) . ? C2 C7 1.502(5) . ? C3 C4 1.403(6) . ? C3 C8 1.520(6) . ? C4 C5 1.412(5) . ? C4 C9 1.515(5) . ? C5 C10 1.492(5) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.386(5) . ? C13 H13 0.9500 . ? C14 C15 1.396(6) . ? C14 H14 0.9500 . ? C15 C16 1.396(5) . ? C15 H15 0.9500 . ? C16 C17 1.406(5) . ? C17 H17 0.9500 . ? C18 C23 1.398(5) . ? C18 C19 1.401(5) . ? C19 C20 1.399(5) . ? C19 C24 1.497(6) . ? C20 C21 1.372(7) . ? C20 H20 0.9500 . ? C21 C22 1.377(7) . ? C21 H21 0.9500 . ? C22 C23 1.404(6) . ? C22 H22 0.9500 . ? C23 C25 1.506(6) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 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 C12 Hf1 N1 85.16(12) . . ? C12 Hf1 C11 87.87(14) . . ? N1 Hf1 C11 139.42(12) . . ? C12 Hf1 N2 122.85(11) . . ? N1 Hf1 N2 70.20(10) . . ? C11 Hf1 N2 80.56(11) . . ? C12 Hf1 C1 131.27(12) . . ? N1 Hf1 C1 93.70(10) . . ? C11 Hf1 C1 120.04(12) . . ? N2 Hf1 C1 101.92(10) . . ? C12 Hf1 C2 129.50(12) . . ? N1 Hf1 C2 126.11(11) . . ? C11 Hf1 C2 88.16(12) . . ? N2 Hf1 C2 105.99(10) . . ? C1 Hf1 C2 32.82(10) . . ? C12 Hf1 C3 96.98(12) . . ? N1 Hf1 C3 138.54(12) . . ? C11 Hf1 C3 81.98(13) . . ? N2 Hf1 C3 135.43(11) . . ? C1 Hf1 C3 54.38(11) . . ? C2 Hf1 C3 32.74(11) . . ? C12 Hf1 C5 98.69(12) . . ? N1 Hf1 C5 84.98(11) . . ? C11 Hf1 C5 135.61(12) . . ? N2 Hf1 C5 127.81(11) . . ? C1 Hf1 C5 33.09(10) . . ? C2 Hf1 C5 54.11(11) . . ? C3 Hf1 C5 53.69(12) . . ? C12 Hf1 C4 80.18(12) . . ? N1 Hf1 C4 109.54(13) . . ? C11 Hf1 C4 108.52(13) . . ? N2 Hf1 C4 156.20(10) . . ? C1 Hf1 C4 54.34(11) . . ? C2 Hf1 C4 53.88(11) . . ? C3 Hf1 C4 32.18(13) . . ? C5 Hf1 C4 32.35(12) . . ? C13 N1 C16 105.2(3) . . ? C13 N1 Hf1 136.0(3) . . ? C16 N1 Hf1 118.8(2) . . ? C17 N2 C18 116.7(3) . . ? C17 N2 Hf1 115.2(2) . . ? C18 N2 Hf1 127.1(2) . . ? C2 C1 C5 107.3(3) . . ? C2 C1 C6 128.3(3) . . ? C5 C1 C6 124.1(3) . . ? C2 C1 Hf1 74.26(18) . . ? C5 C1 Hf1 74.68(18) . . ? C6 C1 Hf1 120.9(2) . . ? C1 C2 C3 108.0(3) . . ? C1 C2 C7 127.4(3) . . ? C3 C2 C7 124.4(3) . . ? C1 C2 Hf1 72.92(17) . . ? C3 C2 Hf1 73.91(18) . . ? C7 C2 Hf1 123.6(2) . . ? C4 C3 C2 108.5(3) . . ? C4 C3 C8 126.5(4) . . ? C2 C3 C8 124.7(4) . . ? C4 C3 Hf1 74.73(19) . . ? C2 C3 Hf1 73.35(18) . . ? C8 C3 Hf1 123.5(3) . . ? C3 C4 C5 108.1(3) . . ? C3 C4 C9 125.2(4) . . ? C5 C4 C9 126.4(4) . . ? C3 C4 Hf1 73.09(19) . . ? C5 C4 Hf1 73.29(18) . . ? C9 C4 Hf1 124.3(2) . . ? C4 C5 C1 108.0(3) . . ? C4 C5 C10 126.0(4) . . ? C1 C5 C10 125.4(4) . . ? C4 C5 Hf1 74.36(19) . . ? C1 C5 Hf1 72.24(18) . . ? C10 C5 Hf1 126.4(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Hf1 C11 H11A 109.5 . . ? Hf1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Hf1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Hf1 C12 H12A 109.5 . . ? Hf1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Hf1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C14 111.5(4) . . ? N1 C13 H13 124.2 . . ? C14 C13 H13 124.2 . . ? C13 C14 C15 106.7(3) . . ? C13 C14 H14 126.7 . . ? C15 C14 H14 126.7 . . ? C14 C15 C16 105.4(3) . . ? C14 C15 H15 127.3 . . ? C16 C15 H15 127.3 . . ? N1 C16 C15 111.2(3) . . ? N1 C16 C17 116.3(3) . . ? C15 C16 C17 132.2(4) . . ? N2 C17 C16 119.3(3) . . ? N2 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C23 C18 C19 122.0(3) . . ? C23 C18 N2 118.2(3) . . ? C19 C18 N2 119.8(3) . . ? C20 C19 C18 118.0(4) . . ? C20 C19 C24 120.7(4) . . ? C18 C19 C24 121.2(3) . . ? C21 C20 C19 120.8(4) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 120.3(4) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C23 121.4(4) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C18 C23 C22 117.3(4) . . ? C18 C23 C25 121.8(4) . . ? C22 C23 C25 121.0(4) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 C12 Hf1 N1 C13 -48.1(4) . . . . ? C11 Hf1 N1 C13 -129.1(4) . . . . ? N2 Hf1 N1 C13 -175.6(4) . . . . ? C1 Hf1 N1 C13 83.1(4) . . . . ? C2 Hf1 N1 C13 88.7(4) . . . . ? C3 Hf1 N1 C13 47.0(4) . . . . ? C5 Hf1 N1 C13 51.1(4) . . . . ? C4 Hf1 N1 C13 29.7(4) . . . . ? C12 Hf1 N1 C16 131.2(3) . . . . ? C11 Hf1 N1 C16 50.2(3) . . . . ? N2 Hf1 N1 C16 3.7(2) . . . . ? C1 Hf1 N1 C16 -97.7(3) . . . . ? C2 Hf1 N1 C16 -92.0(3) . . . . ? C3 Hf1 N1 C16 -133.7(2) . . . . ? C5 Hf1 N1 C16 -129.6(3) . . . . ? C4 Hf1 N1 C16 -151.0(2) . . . . ? C12 Hf1 N2 C17 -71.9(3) . . . . ? N1 Hf1 N2 C17 -1.7(2) . . . . ? C11 Hf1 N2 C17 -153.1(3) . . . . ? C1 Hf1 N2 C17 88.0(3) . . . . ? C2 Hf1 N2 C17 121.6(2) . . . . ? C3 Hf1 N2 C17 138.6(2) . . . . ? C5 Hf1 N2 C17 64.9(3) . . . . ? C4 Hf1 N2 C17 92.0(4) . . . . ? C12 Hf1 N2 C18 95.8(3) . . . . ? N1 Hf1 N2 C18 166.0(3) . . . . ? C11 Hf1 N2 C18 14.6(3) . . . . ? C1 Hf1 N2 C18 -104.3(3) . . . . ? C2 Hf1 N2 C18 -70.7(3) . . . . ? C3 Hf1 N2 C18 -53.7(3) . . . . ? C5 Hf1 N2 C18 -127.4(3) . . . . ? C4 Hf1 N2 C18 -100.3(4) . . . . ? C12 Hf1 C1 C2 -101.6(2) . . . . ? N1 Hf1 C1 C2 171.60(19) . . . . ? C11 Hf1 C1 C2 15.2(2) . . . . ? N2 Hf1 C1 C2 101.06(19) . . . . ? C3 Hf1 C1 C2 -37.05(19) . . . . ? C5 Hf1 C1 C2 -113.5(3) . . . . ? C4 Hf1 C1 C2 -76.9(2) . . . . ? C12 Hf1 C1 C5 11.9(3) . . . . ? N1 Hf1 C1 C5 -74.9(2) . . . . ? C11 Hf1 C1 C5 128.6(2) . . . . ? N2 Hf1 C1 C5 -145.46(19) . . . . ? C2 Hf1 C1 C5 113.5(3) . . . . ? C3 Hf1 C1 C5 76.4(2) . . . . ? C4 Hf1 C1 C5 36.5(2) . . . . ? C12 Hf1 C1 C6 132.8(3) . . . . ? N1 Hf1 C1 C6 46.0(3) . . . . ? C11 Hf1 C1 C6 -110.4(3) . . . . ? N2 Hf1 C1 C6 -24.5(3) . . . . ? C2 Hf1 C1 C6 -125.6(4) . . . . ? C3 Hf1 C1 C6 -162.6(3) . . . . ? C5 Hf1 C1 C6 120.9(4) . . . . ? C4 Hf1 C1 C6 157.5(3) . . . . ? C5 C1 C2 C3 -1.8(4) . . . . ? C6 C1 C2 C3 -176.7(3) . . . . ? Hf1 C1 C2 C3 66.2(2) . . . . ? C5 C1 C2 C7 172.5(3) . . . . ? C6 C1 C2 C7 -2.4(6) . . . . ? Hf1 C1 C2 C7 -119.6(4) . . . . ? C5 C1 C2 Hf1 -67.9(2) . . . . ? C6 C1 C2 Hf1 117.2(3) . . . . ? C12 Hf1 C2 C1 107.4(2) . . . . ? N1 Hf1 C2 C1 -10.4(2) . . . . ? C11 Hf1 C2 C1 -166.9(2) . . . . ? N2 Hf1 C2 C1 -87.27(19) . . . . ? C3 Hf1 C2 C1 115.1(3) . . . . ? C5 Hf1 C2 C1 38.17(19) . . . . ? C4 Hf1 C2 C1 78.5(2) . . . . ? C12 Hf1 C2 C3 -7.7(3) . . . . ? N1 Hf1 C2 C3 -125.5(2) . . . . ? C11 Hf1 C2 C3 78.0(2) . . . . ? N2 Hf1 C2 C3 157.6(2) . . . . ? C1 Hf1 C2 C3 -115.1(3) . . . . ? C5 Hf1 C2 C3 -76.9(2) . . . . ? C4 Hf1 C2 C3 -36.6(2) . . . . ? C12 Hf1 C2 C7 -128.6(3) . . . . ? N1 Hf1 C2 C7 113.6(3) . . . . ? C11 Hf1 C2 C7 -42.9(3) . . . . ? N2 Hf1 C2 C7 36.7(3) . . . . ? C1 Hf1 C2 C7 124.0(4) . . . . ? C3 Hf1 C2 C7 -120.9(4) . . . . ? C5 Hf1 C2 C7 162.1(3) . . . . ? C4 Hf1 C2 C7 -157.6(3) . . . . ? C1 C2 C3 C4 1.6(4) . . . . ? C7 C2 C3 C4 -172.9(3) . . . . ? Hf1 C2 C3 C4 67.0(2) . . . . ? C1 C2 C3 C8 175.0(3) . . . . ? C7 C2 C3 C8 0.5(6) . . . . ? Hf1 C2 C3 C8 -119.5(4) . . . . ? C1 C2 C3 Hf1 -65.5(2) . . . . ? C7 C2 C3 Hf1 120.0(3) . . . . ? C12 Hf1 C3 C4 58.9(2) . . . . ? N1 Hf1 C3 C4 -31.7(3) . . . . ? C11 Hf1 C3 C4 145.7(2) . . . . ? N2 Hf1 C3 C4 -146.6(2) . . . . ? C1 Hf1 C3 C4 -78.0(2) . . . . ? C2 Hf1 C3 C4 -115.2(3) . . . . ? C5 Hf1 C3 C4 -36.8(2) . . . . ? C12 Hf1 C3 C2 174.0(2) . . . . ? N1 Hf1 C3 C2 83.4(3) . . . . ? C11 Hf1 C3 C2 -99.2(2) . . . . ? N2 Hf1 C3 C2 -31.4(3) . . . . ? C1 Hf1 C3 C2 37.15(19) . . . . ? C5 Hf1 C3 C2 78.3(2) . . . . ? C4 Hf1 C3 C2 115.2(3) . . . . ? C12 Hf1 C3 C8 -65.1(4) . . . . ? N1 Hf1 C3 C8 -155.6(3) . . . . ? C11 Hf1 C3 C8 21.8(3) . . . . ? N2 Hf1 C3 C8 89.5(4) . . . . ? C1 Hf1 C3 C8 158.1(4) . . . . ? C2 Hf1 C3 C8 120.9(4) . . . . ? C5 Hf1 C3 C8 -160.7(4) . . . . ? C4 Hf1 C3 C8 -123.9(4) . . . . ? C2 C3 C4 C5 -0.7(4) . . . . ? C8 C3 C4 C5 -174.0(3) . . . . ? Hf1 C3 C4 C5 65.4(2) . . . . ? C2 C3 C4 C9 173.5(3) . . . . ? C8 C3 C4 C9 0.2(6) . . . . ? Hf1 C3 C4 C9 -120.4(4) . . . . ? C2 C3 C4 Hf1 -66.1(2) . . . . ? C8 C3 C4 Hf1 120.6(4) . . . . ? C12 Hf1 C4 C3 -120.4(2) . . . . ? N1 Hf1 C4 C3 158.3(2) . . . . ? C11 Hf1 C4 C3 -36.1(2) . . . . ? N2 Hf1 C4 C3 73.3(4) . . . . ? C1 Hf1 C4 C3 78.1(2) . . . . ? C2 Hf1 C4 C3 37.30(19) . . . . ? C5 Hf1 C4 C3 115.5(3) . . . . ? C12 Hf1 C4 C5 124.0(2) . . . . ? N1 Hf1 C4 C5 42.8(2) . . . . ? C11 Hf1 C4 C5 -151.6(2) . . . . ? N2 Hf1 C4 C5 -42.3(4) . . . . ? C1 Hf1 C4 C5 -37.40(18) . . . . ? C2 Hf1 C4 C5 -78.2(2) . . . . ? C3 Hf1 C4 C5 -115.5(3) . . . . ? C12 Hf1 C4 C9 1.0(4) . . . . ? N1 Hf1 C4 C9 -80.2(4) . . . . ? C11 Hf1 C4 C9 85.4(4) . . . . ? N2 Hf1 C4 C9 -165.3(4) . . . . ? C1 Hf1 C4 C9 -160.4(5) . . . . ? C2 Hf1 C4 C9 158.7(5) . . . . ? C3 Hf1 C4 C9 121.4(5) . . . . ? C5 Hf1 C4 C9 -123.0(5) . . . . ? C3 C4 C5 C1 -0.4(4) . . . . ? C9 C4 C5 C1 -174.5(3) . . . . ? Hf1 C4 C5 C1 64.9(2) . . . . ? C3 C4 C5 C10 170.8(3) . . . . ? C9 C4 C5 C10 -3.3(6) . . . . ? Hf1 C4 C5 C10 -123.9(3) . . . . ? C3 C4 C5 Hf1 -65.3(2) . . . . ? C9 C4 C5 Hf1 120.6(4) . . . . ? C2 C1 C5 C4 1.4(4) . . . . ? C6 C1 C5 C4 176.5(3) . . . . ? Hf1 C1 C5 C4 -66.3(2) . . . . ? C2 C1 C5 C10 -169.9(3) . . . . ? C6 C1 C5 C10 5.3(5) . . . . ? Hf1 C1 C5 C10 122.5(3) . . . . ? C2 C1 C5 Hf1 67.7(2) . . . . ? C6 C1 C5 Hf1 -117.2(3) . . . . ? C12 Hf1 C5 C4 -55.7(2) . . . . ? N1 Hf1 C5 C4 -140.0(2) . . . . ? C11 Hf1 C5 C4 40.2(3) . . . . ? N2 Hf1 C5 C4 159.90(19) . . . . ? C1 Hf1 C5 C4 115.3(3) . . . . ? C2 Hf1 C5 C4 77.4(2) . . . . ? C3 Hf1 C5 C4 36.6(2) . . . . ? C12 Hf1 C5 C1 -171.0(2) . . . . ? N1 Hf1 C5 C1 104.7(2) . . . . ? C11 Hf1 C5 C1 -75.1(3) . . . . ? N2 Hf1 C5 C1 44.6(2) . . . . ? C2 Hf1 C5 C1 -37.86(18) . . . . ? C3 Hf1 C5 C1 -78.7(2) . . . . ? C4 Hf1 C5 C1 -115.3(3) . . . . ? C12 Hf1 C5 C10 67.8(4) . . . . ? N1 Hf1 C5 C10 -16.6(4) . . . . ? C11 Hf1 C5 C10 163.6(3) . . . . ? N2 Hf1 C5 C10 -76.6(4) . . . . ? C1 Hf1 C5 C10 -121.3(4) . . . . ? C2 Hf1 C5 C10 -159.1(4) . . . . ? C3 Hf1 C5 C10 160.1(4) . . . . ? C4 Hf1 C5 C10 123.5(4) . . . . ? C16 N1 C13 C14 0.2(4) . . . . ? Hf1 N1 C13 C14 179.5(3) . . . . ? N1 C13 C14 C15 -0.2(5) . . . . ? C13 C14 C15 C16 0.2(4) . . . . ? C13 N1 C16 C15 0.0(4) . . . . ? Hf1 N1 C16 C15 -179.5(2) . . . . ? C13 N1 C16 C17 174.2(3) . . . . ? Hf1 N1 C16 C17 -5.3(4) . . . . ? C14 C15 C16 N1 -0.1(4) . . . . ? C14 C15 C16 C17 -173.1(4) . . . . ? C18 N2 C17 C16 -169.4(3) . . . . ? Hf1 N2 C17 C16 -0.4(4) . . . . ? N1 C16 C17 N2 3.7(5) . . . . ? C15 C16 C17 N2 176.4(4) . . . . ? C17 N2 C18 C23 78.5(4) . . . . ? Hf1 N2 C18 C23 -89.0(4) . . . . ? C17 N2 C18 C19 -103.2(4) . . . . ? Hf1 N2 C18 C19 89.3(3) . . . . ? C23 C18 C19 C20 4.9(5) . . . . ? N2 C18 C19 C20 -173.3(3) . . . . ? C23 C18 C19 C24 -172.2(4) . . . . ? N2 C18 C19 C24 9.6(5) . . . . ? C18 C19 C20 C21 -2.1(6) . . . . ? C24 C19 C20 C21 175.0(4) . . . . ? C19 C20 C21 C22 -1.4(7) . . . . ? C20 C21 C22 C23 2.3(6) . . . . ? C19 C18 C23 C22 -4.0(5) . . . . ? N2 C18 C23 C22 174.2(3) . . . . ? C19 C18 C23 C25 174.7(4) . . . . ? N2 C18 C23 C25 -7.0(5) . . . . ? C21 C22 C23 C18 0.4(6) . . . . ? C21 C22 C23 C25 -178.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.912 _refine_diff_density_min -1.988 _refine_diff_density_rms 0.130 data_4g _database_code_depnum_ccdc_archive 'CCDC 903416' #TrackingRef '14293_web_deposit_cif_file_0_HayatoTsurugi_1348709885.CpMpyr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4g _chemical_melting_point ? _chemical_formula_moiety 'C21 H34 Hf N2' _chemical_formula_sum 'C21 H34 Hf N2' _chemical_formula_weight 492.99 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' Hf Hf -0.5830 6.1852 '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 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 14.6866(9) _cell_length_b 8.3103(4) _cell_length_c 17.7682(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.942(3) _cell_angle_gamma 90.00 _cell_volume 2038.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 139660 _cell_measurement_theta_min 3.25 _cell_measurement_theta_max 32.58 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 5.122 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.153 _exptl_absorpt_correction_T_max 0.360 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 93855 _diffrn_reflns_av_R_equivalents 0.0749 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 32.57 _reflns_number_total 7412 _reflns_number_gt 6537 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' _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^)+(0.0460P)^2^+5.3529P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7412 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0982 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _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 Hf1 Hf 0.752232(9) -0.158864(16) 0.315042(8) 0.02102(5) Uani 1 1 d . . . N1 N 0.6247(2) -0.0605(4) 0.33917(18) 0.0251(5) Uani 1 1 d . . . N2 N 0.6689(2) 0.0257(4) 0.20753(17) 0.0235(5) Uani 1 1 d . . . C1 C 0.8428(2) 0.0209(5) 0.4299(2) 0.0267(6) Uani 1 1 d . . . C2 C 0.8740(3) -0.1388(5) 0.4537(2) 0.0279(7) Uani 1 1 d . . . C3 C 0.9248(2) -0.1955(5) 0.4040(2) 0.0260(6) Uani 1 1 d . . . C4 C 0.9265(2) -0.0711(4) 0.3501(2) 0.0249(6) Uani 1 1 d . . . C5 C 0.8745(2) 0.0628(4) 0.3654(2) 0.0244(6) Uani 1 1 d . . . C6 C 0.7931(3) 0.1317(6) 0.4704(3) 0.0366(9) Uani 1 1 d . . . H6A H 0.7492 0.2032 0.4306 0.044 Uiso 1 1 calc R . . H6B H 0.8417 0.1960 0.5108 0.044 Uiso 1 1 calc R . . H6C H 0.7560 0.0680 0.4964 0.044 Uiso 1 1 calc R . . C7 C 0.8658(3) -0.2244(6) 0.5259(2) 0.0385(9) Uani 1 1 d . . . H7A H 0.9193 -0.1914 0.5738 0.046 Uiso 1 1 calc R . . H7B H 0.8688 -0.3410 0.5186 0.046 Uiso 1 1 calc R . . H7C H 0.8040 -0.1966 0.5323 0.046 Uiso 1 1 calc R . . C8 C 0.9747(3) -0.3552(5) 0.4115(3) 0.0337(8) Uani 1 1 d . . . H8A H 1.0378 -0.3499 0.4544 0.040 Uiso 1 1 calc R . . H8B H 0.9840 -0.3816 0.3609 0.040 Uiso 1 1 calc R . . H8C H 0.9348 -0.4384 0.4241 0.040 Uiso 1 1 calc R . . C9 C 0.9847(3) -0.0757(5) 0.2951(2) 0.0320(7) Uani 1 1 d . . . H9A H 0.9727 0.0225 0.2626 0.038 Uiso 1 1 calc R . . H9B H 0.9656 -0.1697 0.2599 0.038 Uiso 1 1 calc R . . H9C H 1.0537 -0.0830 0.3269 0.038 Uiso 1 1 calc R . . C10 C 0.8652(3) 0.2296(5) 0.3299(3) 0.0338(8) Uani 1 1 d . . . H10A H 0.8916 0.2302 0.2861 0.041 Uiso 1 1 calc R . . H10B H 0.9012 0.3062 0.3713 0.041 Uiso 1 1 calc R . . H10C H 0.7967 0.2606 0.3092 0.041 Uiso 1 1 calc R . . C11 C 0.7763(3) -0.3351(4) 0.2241(2) 0.0283(7) Uani 1 1 d . . . H11A H 0.8193 -0.4222 0.2527 0.034 Uiso 1 1 calc R . . H11B H 0.8061 -0.2781 0.1901 0.034 Uiso 1 1 calc R . . H11C H 0.7140 -0.3803 0.1908 0.034 Uiso 1 1 calc R . . C12 C 0.7114(3) -0.3819(5) 0.3677(3) 0.0321(7) Uani 1 1 d . . . H12A H 0.6504 -0.4248 0.3308 0.039 Uiso 1 1 calc R . . H12B H 0.7036 -0.3553 0.4189 0.039 Uiso 1 1 calc R . . H12C H 0.7626 -0.4628 0.3765 0.039 Uiso 1 1 calc R . . C13 C 0.5861(3) -0.0725(5) 0.3982(2) 0.0275(7) Uani 1 1 d . . . H13 H 0.6007 -0.1561 0.4369 0.033 Uiso 1 1 calc R . . C14 C 0.5222(3) 0.0537(5) 0.3948(2) 0.0313(7) Uani 1 1 d . . . H14 H 0.4865 0.0713 0.4297 0.038 Uiso 1 1 calc R . . C15 C 0.5210(3) 0.1491(5) 0.3296(2) 0.0298(7) Uani 1 1 d . . . H15 H 0.4844 0.2444 0.3114 0.036 Uiso 1 1 calc R . . C16 C 0.5844(2) 0.0765(5) 0.2969(2) 0.0260(6) Uani 1 1 d . . . C17 C 0.6067(3) 0.1134(5) 0.2273(2) 0.0273(6) Uani 1 1 d . . . H17 H 0.5763 0.2024 0.1948 0.033 Uiso 1 1 calc R . . C18 C 0.6761(3) 0.0529(4) 0.1260(2) 0.0259(6) Uani 1 1 d . . . C19 C 0.7824(3) 0.0503(5) 0.1324(3) 0.0326(8) Uani 1 1 d . . . H19A H 0.8155 0.1444 0.1627 0.039 Uiso 1 1 calc R . . H19B H 0.7868 0.0527 0.0787 0.039 Uiso 1 1 calc R . . H19C H 0.8130 -0.0480 0.1601 0.039 Uiso 1 1 calc R . . C20 C 0.6326(3) 0.2122(5) 0.0876(3) 0.0343(8) Uani 1 1 d . . . H20A H 0.6617 0.3008 0.1244 0.041 Uiso 1 1 calc R . . H20B H 0.5625 0.2109 0.0762 0.041 Uiso 1 1 calc R . . H20C H 0.6458 0.2271 0.0376 0.041 Uiso 1 1 calc R . . C21 C 0.6215(3) -0.0861(5) 0.0735(2) 0.0337(8) Uani 1 1 d . . . H21A H 0.6530 -0.1880 0.0954 0.040 Uiso 1 1 calc R . . H21B H 0.6222 -0.0720 0.0189 0.040 Uiso 1 1 calc R . . H21C H 0.5544 -0.0873 0.0726 0.040 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 Hf1 0.01835(7) 0.02138(7) 0.02449(8) -0.00034(4) 0.00880(5) -0.00013(4) N1 0.0229(12) 0.0265(14) 0.0266(13) 0.0002(11) 0.0096(11) -0.0007(10) N2 0.0225(12) 0.0247(13) 0.0250(12) 0.0012(10) 0.0105(10) 0.0026(10) C1 0.0217(14) 0.0286(16) 0.0300(16) -0.0104(13) 0.0092(12) -0.0046(12) C2 0.0220(15) 0.0346(18) 0.0267(16) -0.0009(13) 0.0078(13) -0.0032(13) C3 0.0200(14) 0.0263(15) 0.0300(16) 0.0007(13) 0.0062(12) 0.0010(12) C4 0.0187(13) 0.0281(15) 0.0296(16) 0.0005(13) 0.0105(12) -0.0014(11) C5 0.0194(13) 0.0222(14) 0.0322(16) -0.0027(12) 0.0095(12) -0.0023(11) C6 0.0288(18) 0.043(2) 0.041(2) -0.0177(18) 0.0147(16) -0.0034(16) C7 0.036(2) 0.050(3) 0.0291(18) 0.0035(17) 0.0112(16) -0.0035(18) C8 0.0280(17) 0.0276(18) 0.043(2) 0.0030(15) 0.0092(16) 0.0030(13) C9 0.0254(16) 0.0381(19) 0.0365(19) 0.0005(15) 0.0157(15) 0.0000(14) C10 0.0316(18) 0.0227(16) 0.045(2) -0.0001(15) 0.0102(16) -0.0027(13) C11 0.0300(17) 0.0271(16) 0.0292(17) 0.0003(12) 0.0117(14) 0.0015(13) C12 0.0300(17) 0.0279(16) 0.040(2) -0.0027(15) 0.0138(16) -0.0019(14) C13 0.0230(14) 0.0331(17) 0.0302(16) 0.0012(13) 0.0138(13) 0.0002(13) C14 0.0249(15) 0.041(2) 0.0317(17) -0.0018(15) 0.0139(14) 0.0026(14) C15 0.0259(16) 0.0345(19) 0.0304(17) -0.0006(14) 0.0113(14) 0.0073(13) C16 0.0217(14) 0.0306(16) 0.0261(15) -0.0001(13) 0.0086(12) 0.0043(12) C17 0.0246(15) 0.0297(16) 0.0277(16) 0.0014(13) 0.0092(13) 0.0046(13) C18 0.0255(15) 0.0286(16) 0.0259(15) 0.0041(12) 0.0118(12) 0.0005(12) C19 0.0296(17) 0.036(2) 0.0385(19) 0.0022(15) 0.0191(15) 0.0006(14) C20 0.0369(19) 0.0352(19) 0.0353(19) 0.0098(16) 0.0182(16) 0.0082(16) C21 0.0348(19) 0.039(2) 0.0278(17) -0.0037(15) 0.0116(15) -0.0027(16) _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 Hf1 N1 2.216(3) . ? Hf1 C12 2.248(4) . ? Hf1 C11 2.296(4) . ? Hf1 N2 2.430(3) . ? Hf1 C3 2.506(3) . ? Hf1 C2 2.509(4) . ? Hf1 C1 2.513(3) . ? Hf1 C5 2.515(3) . ? Hf1 C4 2.526(3) . ? N1 C13 1.355(5) . ? N1 C16 1.381(5) . ? N2 C17 1.307(4) . ? N2 C18 1.505(4) . ? C1 C5 1.420(5) . ? C1 C2 1.421(5) . ? C1 C6 1.501(5) . ? C2 C3 1.417(5) . ? C2 C7 1.506(6) . ? C3 C4 1.415(5) . ? C3 C8 1.499(5) . ? C4 C5 1.428(5) . ? C4 C9 1.503(5) . ? C5 C10 1.510(5) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.395(5) . ? C13 H13 0.9500 . ? C14 C15 1.399(6) . ? C14 H14 0.9500 . ? C15 C16 1.393(5) . ? C15 H15 0.9500 . ? C16 C17 1.417(5) . ? C17 H17 0.9500 . ? C18 C20 1.525(5) . ? C18 C19 1.526(5) . ? C18 C21 1.528(6) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 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 N1 Hf1 C12 81.99(13) . . ? N1 Hf1 C11 135.64(13) . . ? C12 Hf1 C11 83.92(14) . . ? N1 Hf1 N2 71.76(10) . . ? C12 Hf1 N2 135.54(13) . . ? C11 Hf1 N2 90.39(12) . . ? N1 Hf1 C3 131.50(12) . . ? C12 Hf1 C3 89.60(14) . . ? C11 Hf1 C3 90.04(13) . . ? N2 Hf1 C3 134.59(11) . . ? N1 Hf1 C2 98.74(12) . . ? C12 Hf1 C2 81.23(14) . . ? C11 Hf1 C2 120.28(13) . . ? N2 Hf1 C2 136.84(12) . . ? C3 Hf1 C2 32.84(12) . . ? N1 Hf1 C1 82.62(11) . . ? C12 Hf1 C1 107.11(14) . . ? C11 Hf1 C1 141.72(13) . . ? N2 Hf1 C1 104.38(12) . . ? C3 Hf1 C1 54.47(12) . . ? C2 Hf1 C1 32.87(13) . . ? N1 Hf1 C5 102.06(11) . . ? C12 Hf1 C5 135.65(14) . . ? C11 Hf1 C5 117.08(13) . . ? N2 Hf1 C5 85.66(11) . . ? C3 Hf1 C5 54.46(12) . . ? C2 Hf1 C5 54.43(12) . . ? C1 Hf1 C5 32.80(12) . . ? N1 Hf1 C4 134.28(12) . . ? C12 Hf1 C4 121.79(13) . . ? C11 Hf1 C4 88.35(13) . . ? N2 Hf1 C4 101.98(11) . . ? C3 Hf1 C4 32.66(12) . . ? C2 Hf1 C4 54.25(12) . . ? C1 Hf1 C4 54.36(11) . . ? C5 Hf1 C4 32.90(11) . . ? C13 N1 C16 105.5(3) . . ? C13 N1 Hf1 136.7(3) . . ? C16 N1 Hf1 115.6(2) . . ? C17 N2 C18 117.3(3) . . ? C17 N2 Hf1 110.6(2) . . ? C18 N2 Hf1 132.1(2) . . ? C5 C1 C2 107.9(3) . . ? C5 C1 C6 125.7(4) . . ? C2 C1 C6 126.2(4) . . ? C5 C1 Hf1 73.6(2) . . ? C2 C1 Hf1 73.4(2) . . ? C6 C1 Hf1 123.0(2) . . ? C3 C2 C1 108.0(3) . . ? C3 C2 C7 125.8(4) . . ? C1 C2 C7 125.7(4) . . ? C3 C2 Hf1 73.5(2) . . ? C1 C2 Hf1 73.7(2) . . ? C7 C2 Hf1 124.6(3) . . ? C4 C3 C2 108.3(3) . . ? C4 C3 C8 125.9(3) . . ? C2 C3 C8 125.7(4) . . ? C4 C3 Hf1 74.44(19) . . ? C2 C3 Hf1 73.7(2) . . ? C8 C3 Hf1 121.4(3) . . ? C3 C4 C5 107.8(3) . . ? C3 C4 C9 124.5(3) . . ? C5 C4 C9 127.2(3) . . ? C3 C4 Hf1 72.90(19) . . ? C5 C4 Hf1 73.11(18) . . ? C9 C4 Hf1 125.9(3) . . ? C1 C5 C4 107.9(3) . . ? C1 C5 C10 123.7(3) . . ? C4 C5 C10 127.8(3) . . ? C1 C5 Hf1 73.55(19) . . ? C4 C5 Hf1 73.98(19) . . ? C10 C5 Hf1 124.9(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Hf1 C11 H11A 109.5 . . ? Hf1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Hf1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Hf1 C12 H12A 109.5 . . ? Hf1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Hf1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C14 111.4(3) . . ? N1 C13 H13 124.3 . . ? C14 C13 H13 124.3 . . ? C13 C14 C15 106.2(3) . . ? C13 C14 H14 126.9 . . ? C15 C14 H14 126.9 . . ? C16 C15 C14 106.2(3) . . ? C16 C15 H15 126.9 . . ? C14 C15 H15 126.9 . . ? N1 C16 C15 110.7(3) . . ? N1 C16 C17 118.1(3) . . ? C15 C16 C17 131.1(3) . . ? N2 C17 C16 120.3(3) . . ? N2 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? N2 C18 C20 113.9(3) . . ? N2 C18 C19 109.3(3) . . ? C20 C18 C19 107.9(3) . . ? N2 C18 C21 106.2(3) . . ? C20 C18 C21 109.3(3) . . ? C19 C18 C21 110.2(3) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 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 C12 Hf1 N1 C13 39.7(4) . . . . ? C11 Hf1 N1 C13 112.5(4) . . . . ? N2 Hf1 N1 C13 -176.6(4) . . . . ? C3 Hf1 N1 C13 -42.6(4) . . . . ? C2 Hf1 N1 C13 -40.0(4) . . . . ? C1 Hf1 N1 C13 -68.8(4) . . . . ? C5 Hf1 N1 C13 -95.4(4) . . . . ? C4 Hf1 N1 C13 -87.5(4) . . . . ? C12 Hf1 N1 C16 -160.4(3) . . . . ? C11 Hf1 N1 C16 -87.6(3) . . . . ? N2 Hf1 N1 C16 -16.7(2) . . . . ? C3 Hf1 N1 C16 117.3(3) . . . . ? C2 Hf1 N1 C16 119.9(3) . . . . ? C1 Hf1 N1 C16 91.1(3) . . . . ? C5 Hf1 N1 C16 64.5(3) . . . . ? C4 Hf1 N1 C16 72.4(3) . . . . ? N1 Hf1 N2 C17 14.1(2) . . . . ? C12 Hf1 N2 C17 71.0(3) . . . . ? C11 Hf1 N2 C17 152.7(3) . . . . ? C3 Hf1 N2 C17 -116.8(3) . . . . ? C2 Hf1 N2 C17 -69.2(3) . . . . ? C1 Hf1 N2 C17 -63.0(3) . . . . ? C5 Hf1 N2 C17 -90.1(3) . . . . ? C4 Hf1 N2 C17 -118.9(3) . . . . ? N1 Hf1 N2 C18 -165.2(3) . . . . ? C12 Hf1 N2 C18 -108.2(3) . . . . ? C11 Hf1 N2 C18 -26.5(3) . . . . ? C3 Hf1 N2 C18 63.9(3) . . . . ? C2 Hf1 N2 C18 111.6(3) . . . . ? C1 Hf1 N2 C18 117.8(3) . . . . ? C5 Hf1 N2 C18 90.6(3) . . . . ? C4 Hf1 N2 C18 61.9(3) . . . . ? N1 Hf1 C1 C5 -126.1(2) . . . . ? C12 Hf1 C1 C5 154.6(2) . . . . ? C11 Hf1 C1 C5 52.4(3) . . . . ? N2 Hf1 C1 C5 -57.2(2) . . . . ? C3 Hf1 C1 C5 77.8(2) . . . . ? C2 Hf1 C1 C5 115.0(3) . . . . ? C4 Hf1 C1 C5 37.4(2) . . . . ? N1 Hf1 C1 C2 118.9(2) . . . . ? C12 Hf1 C1 C2 39.6(2) . . . . ? C11 Hf1 C1 C2 -62.5(3) . . . . ? N2 Hf1 C1 C2 -172.2(2) . . . . ? C3 Hf1 C1 C2 -37.1(2) . . . . ? C5 Hf1 C1 C2 -115.0(3) . . . . ? C4 Hf1 C1 C2 -77.6(2) . . . . ? N1 Hf1 C1 C6 -3.9(3) . . . . ? C12 Hf1 C1 C6 -83.1(4) . . . . ? C11 Hf1 C1 C6 174.7(3) . . . . ? N2 Hf1 C1 C6 65.1(4) . . . . ? C3 Hf1 C1 C6 -159.9(4) . . . . ? C2 Hf1 C1 C6 -122.7(4) . . . . ? C5 Hf1 C1 C6 122.3(4) . . . . ? C4 Hf1 C1 C6 159.7(4) . . . . ? C5 C1 C2 C3 -0.1(4) . . . . ? C6 C1 C2 C3 -174.9(3) . . . . ? Hf1 C1 C2 C3 66.0(3) . . . . ? C5 C1 C2 C7 172.7(4) . . . . ? C6 C1 C2 C7 -2.2(6) . . . . ? Hf1 C1 C2 C7 -121.2(4) . . . . ? C5 C1 C2 Hf1 -66.1(2) . . . . ? C6 C1 C2 Hf1 119.1(4) . . . . ? N1 Hf1 C2 C3 -176.5(2) . . . . ? C12 Hf1 C2 C3 103.1(2) . . . . ? C11 Hf1 C2 C3 25.4(3) . . . . ? N2 Hf1 C2 C3 -103.9(2) . . . . ? C1 Hf1 C2 C3 -115.0(3) . . . . ? C5 Hf1 C2 C3 -77.9(2) . . . . ? C4 Hf1 C2 C3 -37.1(2) . . . . ? N1 Hf1 C2 C1 -61.5(2) . . . . ? C12 Hf1 C2 C1 -141.9(2) . . . . ? C11 Hf1 C2 C1 140.5(2) . . . . ? N2 Hf1 C2 C1 11.1(3) . . . . ? C3 Hf1 C2 C1 115.0(3) . . . . ? C5 Hf1 C2 C1 37.1(2) . . . . ? C4 Hf1 C2 C1 77.9(2) . . . . ? N1 Hf1 C2 C7 61.0(4) . . . . ? C12 Hf1 C2 C7 -19.4(4) . . . . ? C11 Hf1 C2 C7 -97.1(4) . . . . ? N2 Hf1 C2 C7 133.6(3) . . . . ? C3 Hf1 C2 C7 -122.5(5) . . . . ? C1 Hf1 C2 C7 122.5(4) . . . . ? C5 Hf1 C2 C7 159.6(4) . . . . ? C4 Hf1 C2 C7 -159.6(4) . . . . ? C1 C2 C3 C4 0.8(4) . . . . ? C7 C2 C3 C4 -172.0(4) . . . . ? Hf1 C2 C3 C4 67.0(2) . . . . ? C1 C2 C3 C8 176.5(3) . . . . ? C7 C2 C3 C8 3.8(6) . . . . ? Hf1 C2 C3 C8 -117.3(4) . . . . ? C1 C2 C3 Hf1 -66.2(2) . . . . ? C7 C2 C3 Hf1 121.1(4) . . . . ? N1 Hf1 C3 C4 -110.3(2) . . . . ? C12 Hf1 C3 C4 170.8(2) . . . . ? C11 Hf1 C3 C4 86.9(2) . . . . ? N2 Hf1 C3 C4 -3.7(3) . . . . ? C2 Hf1 C3 C4 -114.9(3) . . . . ? C1 Hf1 C3 C4 -77.7(2) . . . . ? C5 Hf1 C3 C4 -37.1(2) . . . . ? N1 Hf1 C3 C2 4.6(3) . . . . ? C12 Hf1 C3 C2 -74.3(2) . . . . ? C11 Hf1 C3 C2 -158.2(2) . . . . ? N2 Hf1 C3 C2 111.2(2) . . . . ? C1 Hf1 C3 C2 37.2(2) . . . . ? C5 Hf1 C3 C2 77.8(2) . . . . ? C4 Hf1 C3 C2 114.9(3) . . . . ? N1 Hf1 C3 C8 126.8(3) . . . . ? C12 Hf1 C3 C8 47.9(3) . . . . ? C11 Hf1 C3 C8 -36.0(3) . . . . ? N2 Hf1 C3 C8 -126.6(3) . . . . ? C2 Hf1 C3 C8 122.2(4) . . . . ? C1 Hf1 C3 C8 159.4(4) . . . . ? C5 Hf1 C3 C8 -160.0(4) . . . . ? C4 Hf1 C3 C8 -122.9(4) . . . . ? C2 C3 C4 C5 -1.2(4) . . . . ? C8 C3 C4 C5 -176.9(3) . . . . ? Hf1 C3 C4 C5 65.3(2) . . . . ? C2 C3 C4 C9 171.4(3) . . . . ? C8 C3 C4 C9 -4.3(6) . . . . ? Hf1 C3 C4 C9 -122.2(4) . . . . ? C2 C3 C4 Hf1 -66.5(3) . . . . ? C8 C3 C4 Hf1 117.8(4) . . . . ? N1 Hf1 C4 C3 101.2(2) . . . . ? C12 Hf1 C4 C3 -10.9(3) . . . . ? C11 Hf1 C4 C3 -92.7(2) . . . . ? N2 Hf1 C4 C3 177.3(2) . . . . ? C2 Hf1 C4 C3 37.3(2) . . . . ? C1 Hf1 C4 C3 78.1(2) . . . . ? C5 Hf1 C4 C3 115.4(3) . . . . ? N1 Hf1 C4 C5 -14.2(3) . . . . ? C12 Hf1 C4 C5 -126.2(2) . . . . ? C11 Hf1 C4 C5 152.0(2) . . . . ? N2 Hf1 C4 C5 61.9(2) . . . . ? C3 Hf1 C4 C5 -115.4(3) . . . . ? C2 Hf1 C4 C5 -78.1(2) . . . . ? C1 Hf1 C4 C5 -37.3(2) . . . . ? N1 Hf1 C4 C9 -138.2(3) . . . . ? C12 Hf1 C4 C9 109.8(3) . . . . ? C11 Hf1 C4 C9 28.0(3) . . . . ? N2 Hf1 C4 C9 -62.1(3) . . . . ? C3 Hf1 C4 C9 120.6(4) . . . . ? C2 Hf1 C4 C9 157.9(4) . . . . ? C1 Hf1 C4 C9 -161.3(4) . . . . ? C5 Hf1 C4 C9 -124.0(4) . . . . ? C2 C1 C5 C4 -0.7(4) . . . . ? C6 C1 C5 C4 174.2(3) . . . . ? Hf1 C1 C5 C4 -66.6(2) . . . . ? C2 C1 C5 C10 -172.8(3) . . . . ? C6 C1 C5 C10 2.1(6) . . . . ? Hf1 C1 C5 C10 121.3(3) . . . . ? C2 C1 C5 Hf1 65.9(2) . . . . ? C6 C1 C5 Hf1 -119.2(4) . . . . ? C3 C4 C5 C1 1.1(4) . . . . ? C9 C4 C5 C1 -171.2(3) . . . . ? Hf1 C4 C5 C1 66.3(2) . . . . ? C3 C4 C5 C10 172.8(3) . . . . ? C9 C4 C5 C10 0.5(6) . . . . ? Hf1 C4 C5 C10 -122.0(4) . . . . ? C3 C4 C5 Hf1 -65.1(2) . . . . ? C9 C4 C5 Hf1 122.5(4) . . . . ? N1 Hf1 C5 C1 55.0(2) . . . . ? C12 Hf1 C5 C1 -35.9(3) . . . . ? C11 Hf1 C5 C1 -146.5(2) . . . . ? N2 Hf1 C5 C1 125.3(2) . . . . ? C3 Hf1 C5 C1 -77.9(2) . . . . ? C2 Hf1 C5 C1 -37.2(2) . . . . ? C4 Hf1 C5 C1 -114.7(3) . . . . ? N1 Hf1 C5 C4 169.7(2) . . . . ? C12 Hf1 C5 C4 78.8(3) . . . . ? C11 Hf1 C5 C4 -31.8(3) . . . . ? N2 Hf1 C5 C4 -120.0(2) . . . . ? C3 Hf1 C5 C4 36.8(2) . . . . ? C2 Hf1 C5 C4 77.5(2) . . . . ? C1 Hf1 C5 C4 114.7(3) . . . . ? N1 Hf1 C5 C10 -65.0(3) . . . . ? C12 Hf1 C5 C10 -155.9(3) . . . . ? C11 Hf1 C5 C10 93.5(3) . . . . ? N2 Hf1 C5 C10 5.3(3) . . . . ? C3 Hf1 C5 C10 162.1(4) . . . . ? C2 Hf1 C5 C10 -157.2(4) . . . . ? C1 Hf1 C5 C10 -120.0(4) . . . . ? C4 Hf1 C5 C10 125.3(4) . . . . ? C16 N1 C13 C14 -0.1(4) . . . . ? Hf1 N1 C13 C14 161.1(3) . . . . ? N1 C13 C14 C15 0.2(5) . . . . ? C13 C14 C15 C16 -0.1(4) . . . . ? C13 N1 C16 C15 0.0(4) . . . . ? Hf1 N1 C16 C15 -165.8(3) . . . . ? C13 N1 C16 C17 -175.6(3) . . . . ? Hf1 N1 C16 C17 18.5(4) . . . . ? C14 C15 C16 N1 0.1(4) . . . . ? C14 C15 C16 C17 175.0(4) . . . . ? C18 N2 C17 C16 169.4(3) . . . . ? Hf1 N2 C17 C16 -10.0(4) . . . . ? N1 C16 C17 N2 -4.7(5) . . . . ? C15 C16 C17 N2 -179.2(4) . . . . ? C17 N2 C18 C20 17.7(5) . . . . ? Hf1 N2 C18 C20 -163.1(3) . . . . ? C17 N2 C18 C19 138.4(3) . . . . ? Hf1 N2 C18 C19 -42.4(4) . . . . ? C17 N2 C18 C21 -102.7(4) . . . . ? Hf1 N2 C18 C21 76.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 32.57 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.884 _refine_diff_density_min -2.495 _refine_diff_density_rms 0.173 #===END