# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_b _database_code_depnum_ccdc_archive 'CCDC 859965' #TrackingRef 'web_deposit_cif_file_0_DrAndreiV.Churakov_1324818279.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H42 Hf N2, C6 H6' _chemical_formula_sum 'C51 H48 Hf N2' _chemical_formula_weight 867.40 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 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.693(4) _cell_length_b 16.488(5) _cell_length_c 17.561(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.135(6) _cell_angle_gamma 90.00 _cell_volume 3915(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1975 _cell_measurement_theta_min 2.399 _cell_measurement_theta_max 28.964 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.472 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 2.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6872 _exptl_absorpt_correction_T_max 0.9866 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 28148 _diffrn_reflns_av_R_equivalents 0.1383 _diffrn_reflns_av_sigmaI/netI 0.1253 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7050 _reflns_number_gt 4539 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0254P)^2^+0.0000P] 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 SHELXL _refine_ls_extinction_coef 0.00070(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7050 _refine_ls_number_parameters 492 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1033 _refine_ls_wR_factor_gt 0.0933 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hf1 Hf 0.14734(2) 0.142359(18) 0.221467(18) 0.01976(11) Uani 1 1 d . . . N1 N 0.1188(4) 0.0664(3) 0.3237(3) 0.0222(14) Uani 1 1 d . . . N2 N 0.2710(4) 0.1561(3) 0.3125(3) 0.0243(15) Uani 1 1 d . . . C1 C 0.0177(5) 0.0563(4) 0.1858(4) 0.0155(16) Uani 1 1 d U . . C2 C -0.0277(5) 0.0484(4) 0.1083(4) 0.0268(19) Uani 1 1 d . . . H2A H 0.0001 0.0744 0.0684 0.032 Uiso 1 1 calc R . . C3 C -0.1137(6) 0.0021(4) 0.0905(5) 0.029(2) Uani 1 1 d . . . H3A H -0.1409 -0.0067 0.0380 0.034 Uiso 1 1 calc R . . C4 C -0.1610(5) -0.0318(4) 0.1480(5) 0.0254(18) Uani 1 1 d . . . C5 C -0.2505(6) -0.0747(5) 0.1291(5) 0.036(2) Uani 1 1 d . . . H5A H -0.2756 -0.0846 0.0764 0.043 Uiso 1 1 calc R . . C6 C -0.3018(6) -0.1025(5) 0.1835(5) 0.036(2) Uani 1 1 d . . . H6A H -0.3618 -0.1317 0.1699 0.043 Uiso 1 1 calc R . . C7 C -0.2628(6) -0.0862(4) 0.2613(5) 0.034(2) Uani 1 1 d . . . H7A H -0.2989 -0.1027 0.3006 0.041 Uiso 1 1 calc R . . C8 C -0.1761(5) -0.0480(4) 0.2811(5) 0.0277(19) Uani 1 1 d . . . H8A H -0.1529 -0.0384 0.3342 0.033 Uiso 1 1 calc R . . C9 C -0.1174(5) -0.0214(4) 0.2262(4) 0.0223(18) Uani 1 1 d . . . C10 C -0.0236(5) 0.0161(4) 0.2432(4) 0.0195(17) Uani 1 1 d . . . C11 C 0.0405(5) 0.0170(4) 0.3185(4) 0.0186(17) Uani 1 1 d . . . C12 C 0.0326(6) -0.0322(4) 0.3836(5) 0.0279(19) Uani 1 1 d . . . H12A H -0.0193 -0.0709 0.3806 0.033 Uiso 1 1 calc R . . C13 C 0.0976(6) -0.0249(5) 0.4501(5) 0.032(2) Uani 1 1 d . . . H13A H 0.0891 -0.0579 0.4929 0.038 Uiso 1 1 calc R . . C14 C 0.1756(6) 0.0288(5) 0.4574(4) 0.0266(19) Uani 1 1 d . . . C15 C 0.2495(6) 0.0406(5) 0.5229(4) 0.032(2) Uani 1 1 d . . . H15A H 0.2453 0.0128 0.5696 0.038 Uiso 1 1 calc R . . C16 C 0.3263(6) 0.0919(5) 0.5187(4) 0.030(2) Uani 1 1 d . . . H16A H 0.3744 0.1001 0.5633 0.035 Uiso 1 1 calc R . . C17 C 0.3368(6) 0.1325(4) 0.4513(4) 0.0293(19) Uani 1 1 d . . . H17A H 0.3921 0.1672 0.4507 0.035 Uiso 1 1 calc R . . C18 C 0.2688(6) 0.1237(4) 0.3851(4) 0.0266(19) Uani 1 1 d . . . C19 C 0.1863(5) 0.0733(4) 0.3902(4) 0.0214(17) Uani 1 1 d . . . C21 C 0.0608(6) 0.2575(4) 0.2157(5) 0.0274(19) Uani 1 1 d . . . H21A H 0.0991 0.3015 0.2451 0.033 Uiso 1 1 calc R . . H21B H 0.0399 0.2753 0.1618 0.033 Uiso 1 1 calc R . . C22 C -0.0246(6) 0.2331(4) 0.2519(5) 0.028(2) Uani 1 1 d . . . C23 C -0.1164(6) 0.2146(5) 0.2054(5) 0.034(2) Uani 1 1 d . . . H23A H -0.1243 0.2220 0.1511 0.040 Uiso 1 1 calc R . . C24 C -0.1950(7) 0.1857(5) 0.2395(6) 0.044(2) Uani 1 1 d . . . H24A H -0.2567 0.1741 0.2082 0.053 Uiso 1 1 calc R . . C25 C -0.1842(8) 0.1740(5) 0.3166(6) 0.052(3) Uani 1 1 d . . . H25A H -0.2377 0.1527 0.3387 0.062 Uiso 1 1 calc R . . C26 C -0.0976(8) 0.1923(5) 0.3630(5) 0.045(2) Uani 1 1 d . . . H26A H -0.0908 0.1845 0.4171 0.053 Uiso 1 1 calc R . . C27 C -0.0184(7) 0.2229(5) 0.3295(5) 0.037(2) Uani 1 1 d . . . H27A H 0.0414 0.2370 0.3621 0.045 Uiso 1 1 calc R . . C31 C 0.2260(6) 0.1149(4) 0.1223(4) 0.030(2) Uani 1 1 d . . . H31A H 0.2979 0.1066 0.1384 0.036 Uiso 1 1 calc R . . H31B H 0.1969 0.0682 0.0912 0.036 Uiso 1 1 calc R . . C32 C 0.2031(5) 0.1922(4) 0.0836(4) 0.0208(17) Uani 1 1 d . . . C33 C 0.2439(6) 0.2639(5) 0.1149(4) 0.032(2) Uani 1 1 d . . . H33A H 0.2935 0.2615 0.1593 0.039 Uiso 1 1 calc R . . C34 C 0.2152(6) 0.3386(5) 0.0840(5) 0.039(2) Uani 1 1 d . . . H34A H 0.2456 0.3864 0.1070 0.047 Uiso 1 1 calc R . . C35 C 0.1432(7) 0.3446(5) 0.0206(5) 0.045(2) Uani 1 1 d . . . H35A H 0.1222 0.3963 0.0002 0.054 Uiso 1 1 calc R . . C36 C 0.1015(6) 0.2747(5) -0.0136(5) 0.039(2) Uani 1 1 d . . . H36A H 0.0536 0.2782 -0.0590 0.047 Uiso 1 1 calc R . . C37 C 0.1284(6) 0.2004(5) 0.0175(4) 0.030(2) Uani 1 1 d . . . H37A H 0.0967 0.1532 -0.0055 0.036 Uiso 1 1 calc R . . C41 C 0.3635(5) 0.1930(4) 0.3024(4) 0.0198(17) Uani 1 1 d . . . C42 C 0.3794(5) 0.2763(4) 0.3159(4) 0.0223(18) Uani 1 1 d . . . C43 C 0.4659(6) 0.3108(5) 0.3013(4) 0.030(2) Uani 1 1 d . . . H43A H 0.4755 0.3675 0.3088 0.035 Uiso 1 1 calc R . . C44 C 0.5394(6) 0.2650(4) 0.2759(5) 0.031(2) Uani 1 1 d . . . H44A H 0.5986 0.2899 0.2657 0.038 Uiso 1 1 calc R . . C45 C 0.5249(6) 0.1818(5) 0.2656(5) 0.029(2) Uani 1 1 d . . . H45A H 0.5754 0.1498 0.2491 0.035 Uiso 1 1 calc R . . C46 C 0.4380(6) 0.1444(5) 0.2787(4) 0.0266(17) Uani 1 1 d . . . C47 C 0.4294(5) 0.0530(4) 0.2711(5) 0.0269(19) Uani 1 1 d . . . H47A H 0.3578 0.0380 0.2650 0.032 Uiso 1 1 calc R . . C48 C 0.3053(6) 0.3292(4) 0.3501(4) 0.0268(19) Uani 1 1 d . . . H48A H 0.2469 0.2952 0.3571 0.032 Uiso 1 1 calc R . . C49 C 0.4832(7) 0.0115(5) 0.3434(5) 0.042(2) Uani 1 1 d . . . H49A H 0.4525 0.0273 0.3879 0.063 Uiso 1 1 calc R . . H49B H 0.5528 0.0280 0.3519 0.063 Uiso 1 1 calc R . . H49C H 0.4788 -0.0475 0.3367 0.063 Uiso 1 1 calc R . . C50 C 0.4725(6) 0.0191(5) 0.2014(5) 0.038(2) Uani 1 1 d . . . H50A H 0.4444 0.0488 0.1547 0.057 Uiso 1 1 calc R . . H50B H 0.4558 -0.0386 0.1948 0.057 Uiso 1 1 calc R . . H50C H 0.5445 0.0255 0.2104 0.057 Uiso 1 1 calc R . . C51 C 0.2695(6) 0.4015(4) 0.2971(5) 0.033(2) Uani 1 1 d . . . H51A H 0.2358 0.3812 0.2473 0.050 Uiso 1 1 calc R . . H51B H 0.3264 0.4346 0.2891 0.050 Uiso 1 1 calc R . . H51C H 0.2234 0.4346 0.3213 0.050 Uiso 1 1 calc R . . C52 C 0.3530(6) 0.3612(5) 0.4282(4) 0.0346(19) Uani 1 1 d . . . H52A H 0.3774 0.3157 0.4618 0.052 Uiso 1 1 calc R . . H52B H 0.3040 0.3918 0.4516 0.052 Uiso 1 1 calc R . . H52C H 0.4083 0.3969 0.4217 0.052 Uiso 1 1 calc R . . C61 C 0.1024(8) 0.2514(7) 0.5656(6) 0.074(4) Uani 1 1 d . . . H61A H 0.1360 0.2066 0.5918 0.088 Uiso 1 1 calc R . . C62 C 0.1509(8) 0.3047(8) 0.5304(7) 0.085(4) Uani 1 1 d . . . H62A H 0.2192 0.2961 0.5288 0.101 Uiso 1 1 calc R . . C63 C 0.1051(8) 0.3733(7) 0.4953(7) 0.074(4) Uani 1 1 d . . . H63A H 0.1428 0.4132 0.4738 0.088 Uiso 1 1 calc R . . C64 C 0.0049(7) 0.3829(6) 0.4919(5) 0.050(3) Uani 1 1 d . . . H64A H -0.0287 0.4274 0.4651 0.060 Uiso 1 1 calc R . . C65 C -0.0456(7) 0.3267(5) 0.5280(5) 0.047(2) Uani 1 1 d . . . H65A H -0.1146 0.3336 0.5278 0.056 Uiso 1 1 calc R . . C66 C 0.0012(7) 0.2613(6) 0.5642(5) 0.050(3) Uani 1 1 d . . . H66A H -0.0350 0.2226 0.5885 0.061 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 0.01857(18) 0.01859(16) 0.02079(17) 0.00187(18) -0.00101(11) -0.00186(18) N1 0.023(4) 0.017(3) 0.027(4) -0.002(3) 0.005(3) -0.001(3) N2 0.023(4) 0.024(4) 0.029(4) 0.004(3) 0.012(3) -0.003(3) C1 0.015(3) 0.015(3) 0.014(3) -0.007(3) -0.003(3) -0.006(3) C2 0.021(5) 0.031(5) 0.028(5) 0.005(4) 0.002(4) -0.004(4) C3 0.032(5) 0.023(4) 0.028(5) 0.001(4) -0.006(4) 0.007(4) C4 0.018(4) 0.019(4) 0.039(5) -0.003(4) 0.005(4) 0.003(3) C5 0.023(5) 0.025(4) 0.056(6) -0.010(4) -0.004(4) -0.009(4) C6 0.014(5) 0.029(5) 0.061(6) -0.002(4) -0.008(4) -0.008(4) C7 0.027(5) 0.030(5) 0.047(6) 0.001(4) 0.012(4) -0.006(4) C8 0.011(4) 0.031(4) 0.041(5) -0.003(4) 0.003(4) -0.004(3) C9 0.017(4) 0.014(4) 0.035(5) 0.001(3) 0.004(4) 0.003(3) C10 0.020(4) 0.010(4) 0.029(5) -0.008(3) 0.003(4) 0.000(3) C11 0.015(4) 0.020(4) 0.020(4) -0.007(3) 0.001(3) 0.001(3) C12 0.026(5) 0.022(4) 0.036(5) 0.003(4) 0.007(4) -0.007(4) C13 0.037(5) 0.027(4) 0.032(5) 0.012(4) 0.006(4) 0.002(4) C14 0.030(5) 0.029(4) 0.021(4) 0.000(4) 0.007(4) 0.004(4) C15 0.033(5) 0.042(5) 0.018(4) 0.010(4) -0.004(4) 0.003(4) C16 0.020(5) 0.038(5) 0.027(5) -0.001(4) -0.008(4) 0.008(4) C17 0.027(5) 0.022(4) 0.036(5) -0.003(4) -0.001(4) -0.009(4) C18 0.031(5) 0.017(4) 0.031(5) 0.005(3) 0.001(4) 0.002(3) C19 0.019(4) 0.024(4) 0.022(4) -0.001(3) 0.004(3) 0.003(3) C21 0.022(5) 0.023(4) 0.037(5) -0.002(4) 0.004(4) -0.006(4) C22 0.031(5) 0.016(4) 0.037(5) -0.002(4) 0.004(4) 0.006(4) C23 0.025(5) 0.029(5) 0.044(5) -0.003(4) -0.006(4) 0.012(4) C24 0.029(6) 0.038(5) 0.065(7) -0.006(5) 0.006(5) 0.007(4) C25 0.059(8) 0.033(5) 0.072(8) 0.002(5) 0.038(7) 0.004(5) C26 0.067(8) 0.033(5) 0.036(6) 0.002(4) 0.017(5) 0.004(5) C27 0.044(6) 0.022(4) 0.042(6) -0.010(4) -0.003(5) 0.008(4) C31 0.031(5) 0.027(4) 0.029(5) -0.007(4) -0.004(4) 0.001(4) C32 0.019(4) 0.026(4) 0.015(4) 0.003(3) -0.003(3) -0.002(3) C33 0.030(5) 0.043(5) 0.022(4) 0.010(4) 0.000(4) -0.008(4) C34 0.043(6) 0.038(6) 0.033(5) 0.003(4) -0.002(4) -0.015(4) C35 0.059(6) 0.022(5) 0.050(6) 0.012(4) -0.002(5) -0.002(4) C36 0.030(5) 0.054(6) 0.028(5) 0.019(4) -0.008(4) 0.004(4) C37 0.032(5) 0.031(5) 0.029(5) -0.002(4) 0.012(4) -0.006(4) C41 0.021(4) 0.020(4) 0.016(4) 0.005(3) -0.003(3) -0.010(3) C42 0.014(4) 0.033(5) 0.018(4) 0.000(3) -0.002(3) 0.003(3) C43 0.026(5) 0.026(4) 0.035(5) 0.005(4) -0.004(4) -0.001(4) C44 0.020(5) 0.026(5) 0.047(6) 0.000(4) 0.002(4) -0.008(4) C45 0.019(5) 0.026(4) 0.042(5) 0.001(4) 0.008(4) 0.007(4) C46 0.031(5) 0.023(4) 0.025(4) -0.002(4) 0.000(3) 0.003(4) C47 0.007(4) 0.023(4) 0.049(5) 0.001(4) -0.003(4) 0.002(3) C48 0.030(5) 0.023(4) 0.027(4) -0.007(3) 0.003(4) -0.004(3) C49 0.047(6) 0.033(5) 0.043(6) 0.008(4) -0.002(5) 0.002(4) C50 0.026(5) 0.034(5) 0.054(6) -0.008(4) 0.003(4) 0.008(4) C51 0.031(5) 0.019(4) 0.046(6) 0.000(4) -0.007(4) -0.002(4) C52 0.040(5) 0.035(4) 0.026(4) -0.006(4) -0.002(4) 0.001(4) C61 0.048(7) 0.102(9) 0.068(8) 0.047(7) -0.001(6) 0.020(7) C62 0.041(7) 0.140(12) 0.073(9) 0.062(8) 0.012(6) 0.017(7) C63 0.039(7) 0.094(9) 0.087(9) 0.040(7) 0.010(6) -0.005(6) C64 0.052(7) 0.049(6) 0.045(6) 0.001(5) -0.002(5) 0.005(5) C65 0.040(6) 0.048(6) 0.055(6) -0.001(5) 0.013(5) 0.000(5) C66 0.046(7) 0.056(7) 0.050(6) 0.009(5) 0.010(5) 0.001(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hf1 N2 2.148(6) . ? Hf1 C21 2.232(7) . ? Hf1 C31 2.234(8) . ? Hf1 N1 2.274(6) . ? Hf1 C1 2.281(6) . ? Hf1 C32 2.777(7) . ? Hf1 C22 2.910(8) . ? N1 C11 1.337(9) . ? N1 C19 1.374(9) . ? N2 C18 1.387(9) . ? N2 C41 1.442(9) . ? C1 C10 1.398(10) . ? C1 C2 1.409(10) . ? C2 C3 1.397(10) . ? C2 H2A 0.9500 . ? C3 C4 1.398(10) . ? C3 H3A 0.9500 . ? C4 C5 1.409(10) . ? C4 C9 1.418(10) . ? C5 C6 1.352(11) . ? C5 H5A 0.9500 . ? C6 C7 1.412(11) . ? C6 H6A 0.9500 . ? C7 C8 1.340(10) . ? C7 H7A 0.9500 . ? C8 C9 1.419(10) . ? C8 H8A 0.9500 . ? C9 C10 1.414(10) . ? C10 C11 1.467(10) . ? C11 C12 1.421(10) . ? C12 C13 1.356(10) . ? C12 H12A 0.9500 . ? C13 C14 1.377(10) . ? C13 H13A 0.9500 . ? C14 C19 1.417(10) . ? C14 C15 1.420(10) . ? C15 C16 1.361(10) . ? C15 H15A 0.9500 . ? C16 C17 1.387(10) . ? C16 H16A 0.9500 . ? C17 C18 1.376(10) . ? C17 H17A 0.9500 . ? C18 C19 1.416(10) . ? C21 C22 1.474(11) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.361(11) . ? C22 C23 1.418(11) . ? C23 C24 1.397(12) . ? C23 H23A 0.9500 . ? C24 C25 1.352(13) . ? C24 H24A 0.9500 . ? C25 C26 1.361(13) . ? C25 H25A 0.9500 . ? C26 C27 1.407(12) . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C31 C32 1.455(10) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.384(10) . ? C32 C37 1.426(10) . ? C33 C34 1.378(10) . ? C33 H33A 0.9500 . ? C34 C35 1.369(11) . ? C34 H34A 0.9500 . ? C35 C36 1.381(11) . ? C35 H35A 0.9500 . ? C36 C37 1.367(10) . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? C41 C42 1.404(10) . ? C41 C46 1.411(10) . ? C42 C43 1.374(10) . ? C42 C48 1.531(10) . ? C43 C44 1.388(11) . ? C43 H43A 0.9500 . ? C44 C45 1.394(10) . ? C44 H44A 0.9500 . ? C45 C46 1.391(10) . ? C45 H45A 0.9500 . ? C46 C47 1.516(10) . ? C47 C49 1.524(10) . ? C47 C50 1.546(11) . ? C47 H47A 1.0000 . ? C48 C52 1.518(10) . ? C48 C51 1.544(10) . ? C48 H48A 1.0000 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C61 C62 1.315(14) . ? C61 C66 1.391(13) . ? C61 H61A 0.9500 . ? C62 C63 1.389(14) . ? C62 H62A 0.9500 . ? C63 C64 1.374(13) . ? C63 H63A 0.9500 . ? C64 C65 1.371(12) . ? C64 H64A 0.9500 . ? C65 C66 1.359(12) . ? C65 H65A 0.9500 . ? C66 H66A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Hf1 C21 107.1(3) . . ? N2 Hf1 C31 100.4(3) . . ? C21 Hf1 C31 117.1(3) . . ? N2 Hf1 N1 71.6(2) . . ? C21 Hf1 N1 110.3(2) . . ? C31 Hf1 N1 132.0(2) . . ? N2 Hf1 C1 139.2(2) . . ? C21 Hf1 C1 97.6(3) . . ? C31 Hf1 C1 96.3(3) . . ? N1 Hf1 C1 69.5(2) . . ? N2 Hf1 C32 108.9(2) . . ? C21 Hf1 C32 85.8(3) . . ? C31 Hf1 C32 31.5(2) . . ? N1 Hf1 C32 163.2(2) . . ? C1 Hf1 C32 104.7(2) . . ? N2 Hf1 C22 112.0(2) . . ? C21 Hf1 C22 29.8(2) . . ? C31 Hf1 C22 138.7(3) . . ? N1 Hf1 C22 83.8(2) . . ? C1 Hf1 C22 75.7(2) . . ? C32 Hf1 C22 110.5(2) . . ? C11 N1 C19 122.2(6) . . ? C11 N1 Hf1 121.2(5) . . ? C19 N1 Hf1 116.6(5) . . ? C18 N2 C41 115.1(6) . . ? C18 N2 Hf1 120.9(5) . . ? C41 N2 Hf1 123.8(4) . . ? C10 C1 C2 119.1(6) . . ? C10 C1 Hf1 118.9(5) . . ? C2 C1 Hf1 121.8(5) . . ? C3 C2 C1 119.5(7) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C2 C3 C4 121.9(7) . . ? C2 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? C3 C4 C5 121.1(8) . . ? C3 C4 C9 118.6(7) . . ? C5 C4 C9 120.3(7) . . ? C6 C5 C4 122.3(8) . . ? C6 C5 H5A 118.8 . . ? C4 C5 H5A 118.8 . . ? C5 C6 C7 117.4(7) . . ? C5 C6 H6A 121.3 . . ? C7 C6 H6A 121.3 . . ? C8 C7 C6 121.6(8) . . ? C8 C7 H7A 119.2 . . ? C6 C7 H7A 119.2 . . ? C7 C8 C9 122.9(8) . . ? C7 C8 H8A 118.6 . . ? C9 C8 H8A 118.6 . . ? C10 C9 C4 119.0(7) . . ? C10 C9 C8 125.8(7) . . ? C4 C9 C8 115.1(7) . . ? C1 C10 C9 120.9(7) . . ? C1 C10 C11 113.1(6) . . ? C9 C10 C11 126.1(7) . . ? N1 C11 C12 117.1(6) . . ? N1 C11 C10 115.3(6) . . ? C12 C11 C10 127.5(7) . . ? C13 C12 C11 121.2(7) . . ? C13 C12 H12A 119.4 . . ? C11 C12 H12A 119.4 . . ? C12 C13 C14 122.0(7) . . ? C12 C13 H13A 119.0 . . ? C14 C13 H13A 119.0 . . ? C13 C14 C19 115.9(7) . . ? C13 C14 C15 127.3(7) . . ? C19 C14 C15 116.6(7) . . ? C16 C15 C14 120.0(7) . . ? C16 C15 H15A 120.0 . . ? C14 C15 H15A 120.0 . . ? C15 C16 C17 122.1(7) . . ? C15 C16 H16A 119.0 . . ? C17 C16 H16A 119.0 . . ? C18 C17 C16 121.4(7) . . ? C18 C17 H17A 119.3 . . ? C16 C17 H17A 119.3 . . ? C17 C18 N2 128.6(7) . . ? C17 C18 C19 116.6(7) . . ? N2 C18 C19 114.7(7) . . ? N1 C19 C18 115.5(7) . . ? N1 C19 C14 121.3(7) . . ? C18 C19 C14 123.1(7) . . ? C22 C21 Hf1 101.5(5) . . ? C22 C21 H21A 111.5 . . ? Hf1 C21 H21A 111.5 . . ? C22 C21 H21B 111.5 . . ? Hf1 C21 H21B 111.5 . . ? H21A C21 H21B 109.3 . . ? C27 C22 C23 117.4(8) . . ? C27 C22 C21 122.5(8) . . ? C23 C22 C21 120.1(8) . . ? C27 C22 Hf1 101.3(5) . . ? C23 C22 Hf1 116.9(5) . . ? C21 C22 Hf1 48.7(4) . . ? C24 C23 C22 119.9(8) . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C25 C24 C23 120.5(9) . . ? C25 C24 H24A 119.7 . . ? C23 C24 H24A 119.7 . . ? C24 C25 C26 121.0(10) . . ? C24 C25 H25A 119.5 . . ? C26 C25 H25A 119.5 . . ? C25 C26 C27 119.0(9) . . ? C25 C26 H26A 120.5 . . ? C27 C26 H26A 120.5 . . ? C22 C27 C26 122.1(8) . . ? C22 C27 H27A 118.9 . . ? C26 C27 H27A 118.9 . . ? C32 C31 Hf1 95.3(5) . . ? C32 C31 H31A 112.7 . . ? Hf1 C31 H31A 112.7 . . ? C32 C31 H31B 112.7 . . ? Hf1 C31 H31B 112.7 . . ? H31A C31 H31B 110.2 . . ? C33 C32 C37 115.8(7) . . ? C33 C32 C31 121.3(6) . . ? C37 C32 C31 122.5(7) . . ? C33 C32 Hf1 93.2(5) . . ? C37 C32 Hf1 118.5(5) . . ? C31 C32 Hf1 53.2(4) . . ? C34 C33 C32 122.4(7) . . ? C34 C33 H33A 118.8 . . ? C32 C33 H33A 118.8 . . ? C35 C34 C33 120.5(8) . . ? C35 C34 H34A 119.7 . . ? C33 C34 H34A 119.7 . . ? C34 C35 C36 119.2(7) . . ? C34 C35 H35A 120.4 . . ? C36 C35 H35A 120.4 . . ? C37 C36 C35 120.5(8) . . ? C37 C36 H36A 119.7 . . ? C35 C36 H36A 119.7 . . ? C36 C37 C32 121.5(7) . . ? C36 C37 H37A 119.2 . . ? C32 C37 H37A 119.2 . . ? C42 C41 C46 120.4(7) . . ? C42 C41 N2 120.5(7) . . ? C46 C41 N2 119.1(6) . . ? C43 C42 C41 119.2(7) . . ? C43 C42 C48 118.7(7) . . ? C41 C42 C48 121.9(7) . . ? C42 C43 C44 121.6(7) . . ? C42 C43 H43A 119.2 . . ? C44 C43 H43A 119.2 . . ? C43 C44 C45 118.8(7) . . ? C43 C44 H44A 120.6 . . ? C45 C44 H44A 120.6 . . ? C46 C45 C44 121.5(8) . . ? C46 C45 H45A 119.3 . . ? C44 C45 H45A 119.3 . . ? C45 C46 C41 118.3(7) . . ? C45 C46 C47 118.8(7) . . ? C41 C46 C47 122.8(7) . . ? C46 C47 C49 110.7(6) . . ? C46 C47 C50 113.3(7) . . ? C49 C47 C50 107.6(6) . . ? C46 C47 H47A 108.4 . . ? C49 C47 H47A 108.4 . . ? C50 C47 H47A 108.4 . . ? C52 C48 C42 109.7(6) . . ? C52 C48 C51 109.0(6) . . ? C42 C48 C51 111.8(6) . . ? C52 C48 H48A 108.8 . . ? C42 C48 H48A 108.8 . . ? C51 C48 H48A 108.8 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C48 C51 H51A 109.5 . . ? C48 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C48 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C48 C52 H52A 109.5 . . ? C48 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C48 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C62 C61 C66 119.3(10) . . ? C62 C61 H61A 120.4 . . ? C66 C61 H61A 120.4 . . ? C61 C62 C63 121.8(11) . . ? C61 C62 H62A 119.1 . . ? C63 C62 H62A 119.1 . . ? C64 C63 C62 119.4(10) . . ? C64 C63 H63A 120.3 . . ? C62 C63 H63A 120.3 . . ? C65 C64 C63 118.4(9) . . ? C65 C64 H64A 120.8 . . ? C63 C64 H64A 120.8 . . ? C66 C65 C64 121.1(9) . . ? C66 C65 H65A 119.4 . . ? C64 C65 H65A 119.4 . . ? C65 C66 C61 119.8(10) . . ? C65 C66 H66A 120.1 . . ? C61 C66 H66A 120.1 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.240 _refine_diff_density_min -1.108 _refine_diff_density_rms 0.163 data_z _database_code_depnum_ccdc_archive 'CCDC 859966' #TrackingRef 'web_deposit_cif_file_1_DrAndreiV.Churakov_1324818279.2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H34 Hf N2' _chemical_formula_sum 'C41 H34 Hf N2' _chemical_formula_weight 733.19 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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.0530(5) _cell_length_b 19.1170(11) _cell_length_c 20.0917(12) _cell_angle_alpha 90.00 _cell_angle_beta 101.416(1) _cell_angle_gamma 90.00 _cell_volume 3031.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6107 _cell_measurement_theta_min 2.327 _cell_measurement_theta_max 26.706 _exptl_crystal_description prism _exptl_crystal_colour pink _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 3.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7685 _exptl_absorpt_correction_T_max 0.9029 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 23800 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6616 _reflns_number_gt 4957 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0225P)^2^+0.0000P] 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 6616 _refine_ls_number_parameters 399 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0571 _refine_ls_wR_factor_gt 0.0532 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 0.917800(15) 0.247387(6) 0.386325(6) 0.01733(5) Uani 1 1 d . . . N1 N 1.0841(3) 0.25829(11) 0.30803(12) 0.0175(5) Uani 1 1 d . . . N2 N 0.8934(3) 0.15427(12) 0.32714(13) 0.0194(6) Uani 1 1 d . . . C1 C 1.0821(4) 0.34426(15) 0.40664(16) 0.0195(7) Uani 1 1 d . . . C2 C 1.0752(4) 0.38860(15) 0.46270(16) 0.0231(7) Uani 1 1 d . . . H2 H 1.0083 0.3747 0.4944 0.028 Uiso 1 1 calc R . . C3 C 1.1611(4) 0.45057(16) 0.47282(16) 0.0230(7) Uani 1 1 d . . . H3 H 1.1488 0.4799 0.5097 0.028 Uiso 1 1 calc R . . C4 C 1.2678(4) 0.47109(15) 0.42871(16) 0.0216(7) Uani 1 1 d . . . C5 C 1.3584(4) 0.53550(16) 0.43994(18) 0.0275(8) Uani 1 1 d . . . H5 H 1.3412 0.5655 0.4757 0.033 Uiso 1 1 calc R . . C6 C 1.4688(4) 0.55453(16) 0.40028(18) 0.0289(8) Uani 1 1 d . . . H6 H 1.5253 0.5983 0.4073 0.035 Uiso 1 1 calc R . . C7 C 1.4992(4) 0.50970(16) 0.34918(18) 0.0280(8) Uani 1 1 d . . . H7 H 1.5810 0.5222 0.3231 0.034 Uiso 1 1 calc R . . C8 C 1.4124(4) 0.44790(15) 0.33622(17) 0.0235(7) Uani 1 1 d . . . H8 H 1.4367 0.4181 0.3015 0.028 Uiso 1 1 calc R . . C9 C 1.2874(4) 0.42697(14) 0.37311(16) 0.0195(7) Uani 1 1 d . . . C10 C 1.1845(4) 0.36493(14) 0.36196(15) 0.0177(6) Uani 1 1 d . . . C11 C 1.1728(4) 0.31772(15) 0.30279(15) 0.0182(7) Uani 1 1 d . . . C12 C 1.2327(4) 0.32863(16) 0.24200(16) 0.0239(7) Uani 1 1 d . . . H12 H 1.2833 0.3722 0.2349 0.029 Uiso 1 1 calc R . . C13 C 1.2194(4) 0.27811(17) 0.19336(17) 0.0247(7) Uani 1 1 d . . . H13 H 1.2656 0.2861 0.1540 0.030 Uiso 1 1 calc R . . C14 C 1.1381(4) 0.21424(16) 0.20069(16) 0.0215(7) Uani 1 1 d . . . C15 C 1.1209(4) 0.15768(16) 0.15472(16) 0.0259(8) Uani 1 1 d . . . H15 H 1.1727 0.1595 0.1162 0.031 Uiso 1 1 calc R . . C16 C 1.0290(4) 0.10007(16) 0.16601(16) 0.0256(7) Uani 1 1 d . . . H16 H 1.0188 0.0620 0.1350 0.031 Uiso 1 1 calc R . . C17 C 0.9492(4) 0.09572(16) 0.22243(16) 0.0233(7) Uani 1 1 d . . . H17 H 0.8839 0.0556 0.2281 0.028 Uiso 1 1 calc R . . C18 C 0.9651(4) 0.14940(15) 0.26956(15) 0.0186(7) Uani 1 1 d . . . C19 C 1.0653(4) 0.20845(15) 0.25844(15) 0.0193(7) Uani 1 1 d . . . C21 C 0.6760(4) 0.30649(16) 0.35140(16) 0.0237(7) Uani 1 1 d . . . H21A H 0.5761 0.2752 0.3446 0.028 Uiso 1 1 calc R . . H21B H 0.6616 0.3443 0.3835 0.028 Uiso 1 1 calc R . . C22 C 0.7064(4) 0.33471(15) 0.28618(16) 0.0202(7) Uani 1 1 d . . . C23 C 0.7881(4) 0.39949(16) 0.28305(17) 0.0244(7) Uani 1 1 d . . . H23 H 0.8147 0.4276 0.3227 0.029 Uiso 1 1 calc R . . C24 C 0.8302(5) 0.42291(17) 0.22327(18) 0.0313(8) Uani 1 1 d . . . H24 H 0.8869 0.4664 0.2224 0.038 Uiso 1 1 calc R . . C25 C 0.7899(5) 0.38322(18) 0.16498(18) 0.0328(8) Uani 1 1 d . . . H25 H 0.8192 0.3993 0.1241 0.039 Uiso 1 1 calc R . . C26 C 0.7074(5) 0.32037(18) 0.16599(18) 0.0342(9) Uani 1 1 d . . . H26 H 0.6791 0.2933 0.1257 0.041 Uiso 1 1 calc R . . C27 C 0.6656(4) 0.29654(16) 0.22558(17) 0.0252(7) Uani 1 1 d . . . H27 H 0.6077 0.2532 0.2254 0.030 Uiso 1 1 calc R . . C31 C 0.9693(4) 0.20911(16) 0.49471(16) 0.0221(7) Uani 1 1 d . . . H31A H 1.0214 0.1620 0.5002 0.027 Uiso 1 1 calc R . . H31B H 1.0361 0.2426 0.5270 0.027 Uiso 1 1 calc R . . C32 C 0.7883(4) 0.20881(16) 0.49716(15) 0.0209(7) Uani 1 1 d . . . C33 C 0.7008(5) 0.27096(16) 0.50662(16) 0.0254(8) Uani 1 1 d . . . H33 H 0.7636 0.3127 0.5187 0.030 Uiso 1 1 calc R . . C34 C 0.5276(5) 0.27273(18) 0.49880(18) 0.0309(8) Uani 1 1 d . . . H34 H 0.4726 0.3157 0.5044 0.037 Uiso 1 1 calc R . . C35 C 0.4325(5) 0.21278(19) 0.48296(19) 0.0368(9) Uani 1 1 d . . . H35 H 0.3127 0.2142 0.4775 0.044 Uiso 1 1 calc R . . C36 C 0.5143(5) 0.15039(19) 0.47507(19) 0.0349(9) Uani 1 1 d . . . H36 H 0.4506 0.1085 0.4654 0.042 Uiso 1 1 calc R . . C37 C 0.6877(4) 0.14896(16) 0.48115(16) 0.0259(8) Uani 1 1 d . . . H37 H 0.7409 0.1059 0.4743 0.031 Uiso 1 1 calc R . . C41 C 0.8274(4) 0.08900(15) 0.34752(15) 0.0186(7) Uani 1 1 d . . . C42 C 0.6551(4) 0.07310(15) 0.33064(17) 0.0241(7) Uani 1 1 d . . . C43 C 0.5986(4) 0.00971(17) 0.35286(17) 0.0266(8) Uani 1 1 d . . . H43 H 0.4818 -0.0019 0.3408 0.032 Uiso 1 1 calc R . . C44 C 0.7087(5) -0.03604(17) 0.39171(18) 0.0308(8) Uani 1 1 d . . . H44 H 0.6680 -0.0786 0.4070 0.037 Uiso 1 1 calc R . . C45 C 0.8792(5) -0.01980(16) 0.40841(17) 0.0270(8) Uani 1 1 d . . . H45 H 0.9549 -0.0515 0.4354 0.032 Uiso 1 1 calc R . . C46 C 0.9419(4) 0.04199(16) 0.38640(16) 0.0227(7) Uani 1 1 d . . . C47 C 1.1285(4) 0.05795(16) 0.40407(17) 0.0249(7) Uani 1 1 d . . . H47A H 1.1876 0.0199 0.4318 0.037 Uiso 1 1 calc R . . H47B H 1.1464 0.1019 0.4297 0.037 Uiso 1 1 calc R . . H47C H 1.1731 0.0625 0.3623 0.037 Uiso 1 1 calc R . . C48 C 0.5301(4) 0.12222(16) 0.28960(18) 0.0304(8) Uani 1 1 d . . . H48A H 0.4193 0.0993 0.2778 0.046 Uiso 1 1 calc R . . H48B H 0.5688 0.1350 0.2479 0.046 Uiso 1 1 calc R . . H48C H 0.5205 0.1645 0.3162 0.046 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 0.01834(7) 0.01667(7) 0.01761(7) -0.00095(6) 0.00510(5) -0.00130(6) N1 0.0161(13) 0.0160(12) 0.0204(13) 0.0003(11) 0.0039(10) -0.0002(10) N2 0.0209(15) 0.0176(12) 0.0203(14) -0.0023(11) 0.0051(12) -0.0030(10) C1 0.0189(18) 0.0197(15) 0.0197(16) 0.0031(12) 0.0030(14) 0.0039(12) C2 0.0225(19) 0.0266(16) 0.0209(17) 0.0003(14) 0.0061(14) -0.0029(14) C3 0.0223(19) 0.0230(16) 0.0229(17) -0.0044(13) 0.0027(14) 0.0014(13) C4 0.0188(18) 0.0200(15) 0.0242(18) 0.0003(13) -0.0002(14) 0.0021(13) C5 0.028(2) 0.0213(16) 0.032(2) -0.0053(14) 0.0043(16) -0.0001(14) C6 0.029(2) 0.0182(15) 0.037(2) -0.0005(15) 0.0020(17) -0.0057(14) C7 0.024(2) 0.0244(17) 0.037(2) 0.0058(15) 0.0080(16) -0.0017(14) C8 0.0230(19) 0.0232(16) 0.0246(18) 0.0033(14) 0.0054(15) 0.0025(13) C9 0.0211(18) 0.0133(14) 0.0234(17) 0.0035(12) 0.0027(14) 0.0045(12) C10 0.0166(17) 0.0162(14) 0.0187(16) 0.0014(12) -0.0003(13) 0.0045(12) C11 0.0130(17) 0.0206(15) 0.0198(16) 0.0021(13) 0.0001(13) 0.0015(12) C12 0.0243(19) 0.0235(16) 0.0243(18) 0.0003(14) 0.0056(15) -0.0070(14) C13 0.0221(19) 0.0340(17) 0.0197(17) 0.0029(14) 0.0079(15) -0.0023(15) C14 0.0179(18) 0.0250(16) 0.0214(17) -0.0004(14) 0.0031(14) 0.0015(13) C15 0.025(2) 0.0365(18) 0.0169(17) -0.0026(14) 0.0057(15) 0.0008(15) C16 0.028(2) 0.0270(17) 0.0200(17) -0.0088(14) 0.0015(15) -0.0004(14) C17 0.0245(19) 0.0204(15) 0.0240(18) -0.0024(13) 0.0024(15) -0.0012(13) C18 0.0165(17) 0.0196(15) 0.0179(16) 0.0004(12) -0.0008(13) 0.0016(12) C19 0.0186(17) 0.0219(15) 0.0167(16) 0.0006(13) 0.0015(13) 0.0011(13) C21 0.029(2) 0.0247(16) 0.0184(17) 0.0024(13) 0.0066(15) 0.0018(14) C22 0.0179(18) 0.0240(15) 0.0187(16) 0.0037(13) 0.0039(14) 0.0085(13) C23 0.0185(18) 0.0281(17) 0.0256(18) -0.0006(14) 0.0015(14) 0.0059(14) C24 0.029(2) 0.0285(18) 0.036(2) 0.0071(16) 0.0034(17) -0.0001(15) C25 0.029(2) 0.046(2) 0.0251(19) 0.0076(17) 0.0100(17) 0.0005(17) C26 0.041(2) 0.039(2) 0.0241(19) -0.0044(16) 0.0077(17) -0.0023(17) C27 0.026(2) 0.0232(16) 0.0266(19) 0.0028(14) 0.0062(15) -0.0015(14) C31 0.0209(18) 0.0209(16) 0.0239(17) 0.0000(13) 0.0031(14) -0.0023(13) C32 0.0254(19) 0.0268(16) 0.0113(15) 0.0025(13) 0.0058(14) -0.0009(14) C33 0.033(2) 0.0238(16) 0.0219(17) 0.0024(13) 0.0102(15) -0.0008(14) C34 0.033(2) 0.0324(18) 0.0280(19) 0.0011(15) 0.0075(17) 0.0129(15) C35 0.022(2) 0.051(2) 0.038(2) -0.0091(19) 0.0069(17) 0.0062(18) C36 0.028(2) 0.039(2) 0.039(2) -0.0098(17) 0.0083(18) -0.0105(16) C37 0.030(2) 0.0280(17) 0.0217(18) -0.0036(14) 0.0093(16) 0.0020(14) C41 0.0227(18) 0.0168(14) 0.0175(16) -0.0034(12) 0.0070(14) -0.0016(12) C42 0.027(2) 0.0237(16) 0.0223(17) -0.0071(14) 0.0064(15) -0.0012(14) C43 0.025(2) 0.0273(17) 0.0290(19) -0.0079(14) 0.0102(16) -0.0115(14) C44 0.040(2) 0.0222(16) 0.033(2) -0.0006(15) 0.0147(18) -0.0085(15) C45 0.034(2) 0.0212(16) 0.0267(18) -0.0007(14) 0.0076(16) 0.0035(14) C46 0.0231(19) 0.0236(15) 0.0229(17) -0.0063(14) 0.0084(15) -0.0002(13) C47 0.025(2) 0.0226(16) 0.0271(18) -0.0021(14) 0.0066(15) 0.0045(14) C48 0.022(2) 0.0311(18) 0.035(2) -0.0056(16) -0.0011(16) -0.0049(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hf1 N2 2.128(2) . ? Hf1 C21 2.241(3) . ? Hf1 C31 2.257(3) . ? Hf1 C1 2.266(3) . ? Hf1 N1 2.269(2) . ? Hf1 C32 2.740(3) . ? N1 C11 1.357(4) . ? N1 C19 1.365(4) . ? N2 C18 1.394(4) . ? N2 C41 1.447(4) . ? C1 C10 1.391(4) . ? C1 C2 1.420(4) . ? C2 C3 1.367(4) . ? C2 H2 0.9500 . ? C3 C4 1.407(4) . ? C3 H3 0.9500 . ? C4 C5 1.426(4) . ? C4 C9 1.433(4) . ? C5 C6 1.355(5) . ? C5 H5 0.9500 . ? C6 C7 1.396(5) . ? C6 H6 0.9500 . ? C7 C8 1.371(4) . ? C7 H7 0.9500 . ? C8 C9 1.421(4) . ? C8 H8 0.9500 . ? C9 C10 1.439(4) . ? C10 C11 1.481(4) . ? C11 C12 1.415(4) . ? C12 C13 1.363(4) . ? C12 H12 0.9500 . ? C13 C14 1.407(4) . ? C13 H13 0.9500 . ? C14 C19 1.404(4) . ? C14 C15 1.411(4) . ? C15 C16 1.371(4) . ? C15 H15 0.9500 . ? C16 C17 1.412(4) . ? C16 H16 0.9500 . ? C17 C18 1.385(4) . ? C17 H17 0.9500 . ? C18 C19 1.430(4) . ? C21 C22 1.482(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.402(4) . ? C22 C23 1.409(4) . ? C23 C24 1.385(5) . ? C23 H23 0.9500 . ? C24 C25 1.379(5) . ? C24 H24 0.9500 . ? C25 C26 1.375(5) . ? C25 H25 0.9500 . ? C26 C27 1.384(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C31 C32 1.469(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C37 1.402(4) . ? C32 C33 1.413(4) . ? C33 C34 1.373(5) . ? C33 H33 0.9500 . ? C34 C35 1.380(5) . ? C34 H34 0.9500 . ? C35 C36 1.387(5) . ? C35 H35 0.9500 . ? C36 C37 1.378(5) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C41 C42 1.395(4) . ? C41 C46 1.408(4) . ? C42 C43 1.398(4) . ? C42 C48 1.499(4) . ? C43 C44 1.374(5) . ? C43 H43 0.9500 . ? C44 C45 1.382(5) . ? C44 H44 0.9500 . ? C45 C46 1.391(4) . ? C45 H45 0.9500 . ? C46 C47 1.505(4) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? 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 N2 Hf1 C21 105.58(11) . . ? N2 Hf1 C31 104.30(10) . . ? C21 Hf1 C31 116.63(11) . . ? N2 Hf1 C1 140.38(11) . . ? C21 Hf1 C1 94.86(11) . . ? C31 Hf1 C1 95.85(11) . . ? N2 Hf1 N1 72.02(9) . . ? C21 Hf1 N1 109.41(10) . . ? C31 Hf1 N1 132.68(10) . . ? C1 Hf1 N1 69.26(10) . . ? N2 Hf1 C32 102.77(9) . . ? C21 Hf1 C32 86.74(11) . . ? C31 Hf1 C32 32.38(10) . . ? C1 Hf1 C32 112.10(10) . . ? N1 Hf1 C32 163.76(9) . . ? C11 N1 C19 120.8(3) . . ? C11 N1 Hf1 121.52(19) . . ? C19 N1 Hf1 116.50(19) . . ? C18 N2 C41 114.4(2) . . ? C18 N2 Hf1 120.78(19) . . ? C41 N2 Hf1 124.16(19) . . ? C10 C1 C2 117.6(3) . . ? C10 C1 Hf1 121.0(2) . . ? C2 C1 Hf1 121.2(2) . . ? C3 C2 C1 122.5(3) . . ? C3 C2 H2 118.8 . . ? C1 C2 H2 118.8 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 119.9(3) . . ? C3 C4 C9 120.2(3) . . ? C5 C4 C9 120.0(3) . . ? C6 C5 C4 120.9(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 119.9(3) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C8 C7 C6 120.8(3) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 122.1(3) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C4 116.1(3) . . ? C8 C9 C10 126.6(3) . . ? C4 C9 C10 117.2(3) . . ? C1 C10 C9 122.0(3) . . ? C1 C10 C11 113.2(3) . . ? C9 C10 C11 124.8(3) . . ? N1 C11 C12 117.7(3) . . ? N1 C11 C10 113.5(3) . . ? C12 C11 C10 128.7(3) . . ? C13 C12 C11 121.5(3) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 120.8(3) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C19 C14 C13 115.7(3) . . ? C19 C14 C15 118.5(3) . . ? C13 C14 C15 125.7(3) . . ? C16 C15 C14 119.6(3) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 121.8(3) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C18 C17 C16 120.7(3) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 N2 128.2(3) . . ? C17 C18 C19 117.2(3) . . ? N2 C18 C19 114.6(3) . . ? N1 C19 C14 122.9(3) . . ? N1 C19 C18 114.9(3) . . ? C14 C19 C18 122.1(3) . . ? C22 C21 Hf1 100.1(2) . . ? C22 C21 H21A 111.8 . . ? Hf1 C21 H21A 111.8 . . ? C22 C21 H21B 111.8 . . ? Hf1 C21 H21B 111.8 . . ? H21A C21 H21B 109.5 . . ? C27 C22 C23 116.7(3) . . ? C27 C22 C21 121.8(3) . . ? C23 C22 C21 121.3(3) . . ? C24 C23 C22 121.3(3) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C26 C25 C24 120.1(3) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.1(3) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C26 C27 C22 121.7(3) . . ? C26 C27 H27 119.2 . . ? C22 C27 H27 119.2 . . ? C32 C31 Hf1 92.26(19) . . ? C32 C31 H31A 113.2 . . ? Hf1 C31 H31A 113.2 . . ? C32 C31 H31B 113.2 . . ? Hf1 C31 H31B 113.2 . . ? H31A C31 H31B 110.6 . . ? C37 C32 C33 115.9(3) . . ? C37 C32 C31 121.9(3) . . ? C33 C32 C31 121.7(3) . . ? C37 C32 Hf1 109.2(2) . . ? C33 C32 Hf1 99.39(19) . . ? C31 C32 Hf1 55.37(16) . . ? C34 C33 C32 121.8(3) . . ? C34 C33 H33 119.1 . . ? C32 C33 H33 119.1 . . ? C33 C34 C35 120.7(3) . . ? C33 C34 H34 119.6 . . ? C35 C34 H34 119.6 . . ? C34 C35 C36 119.1(3) . . ? C34 C35 H35 120.5 . . ? C36 C35 H35 120.5 . . ? C37 C36 C35 120.2(3) . . ? C37 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? C36 C37 C32 122.2(3) . . ? C36 C37 H37 118.9 . . ? C32 C37 H37 118.9 . . ? C42 C41 C46 120.4(3) . . ? C42 C41 N2 121.5(3) . . ? C46 C41 N2 118.0(3) . . ? C41 C42 C43 118.8(3) . . ? C41 C42 C48 121.6(3) . . ? C43 C42 C48 119.5(3) . . ? C44 C43 C42 121.2(3) . . ? C44 C43 H43 119.4 . . ? C42 C43 H43 119.4 . . ? C43 C44 C45 119.6(3) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? C44 C45 C46 121.3(3) . . ? C44 C45 H45 119.3 . . ? C46 C45 H45 119.3 . . ? C45 C46 C41 118.6(3) . . ? C45 C46 C47 120.4(3) . . ? C41 C46 C47 121.0(3) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C42 C48 H48A 109.5 . . ? C42 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C42 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.775 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.094 data_a _database_code_depnum_ccdc_archive 'CCDC 859967' #TrackingRef 'web_deposit_cif_file_2_DrAndreiV.Churakov_1324818279.3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H34 N2 Zr' _chemical_formula_sum 'C41 H34 N2 Zr' _chemical_formula_weight 645.92 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' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.660(3) _cell_length_b 13.776(2) _cell_length_c 16.926(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.325(2) _cell_angle_gamma 90.00 _cell_volume 3114.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8461 _cell_measurement_theta_min 2.496 _cell_measurement_theta_max 30.500 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.385 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9098 _exptl_absorpt_correction_T_max 0.9444 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22834 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0429 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6061 _reflns_number_gt 4729 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+7.7079P] 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 6061 _refine_ls_number_parameters 399 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0683 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1361 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Zr1 Zr 0.22934(3) 1.00576(2) 0.24016(2) 0.01976(13) Uani 1 1 d . . . N1 N 0.2089(2) 0.9362(2) 0.3557(2) 0.0210(6) Uani 1 1 d . . . N2 N 0.2954(2) 1.0989(2) 0.3524(2) 0.0217(7) Uani 1 1 d . . . C1 C 0.1194(3) 0.8778(3) 0.1960(3) 0.0237(8) Uani 1 1 d . . . C2 C 0.0690(3) 0.8506(3) 0.1073(3) 0.0269(8) Uani 1 1 d . . . H2A H 0.0653 0.8959 0.0638 0.032 Uiso 1 1 calc R . . C3 C 0.0256(3) 0.7609(3) 0.0828(3) 0.0288(9) Uani 1 1 d . . . H3A H -0.0127 0.7475 0.0231 0.035 Uiso 1 1 calc R . . C4 C 0.0375(3) 0.6883(3) 0.1454(3) 0.0272(9) Uani 1 1 d . . . C5 C 0.0059(3) 0.5911(3) 0.1212(3) 0.0346(10) Uani 1 1 d . . . H5A H -0.0281 0.5755 0.0615 0.042 Uiso 1 1 calc R . . C6 C 0.0229(3) 0.5201(3) 0.1811(3) 0.0387(11) Uani 1 1 d . . . H6A H 0.0013 0.4556 0.1631 0.046 Uiso 1 1 calc R . . C7 C 0.0731(3) 0.5422(3) 0.2709(3) 0.0348(10) Uani 1 1 d . . . H7A H 0.0851 0.4925 0.3129 0.042 Uiso 1 1 calc R . . C8 C 0.1041(3) 0.6352(3) 0.2966(3) 0.0288(9) Uani 1 1 d . . . H8A H 0.1384 0.6487 0.3567 0.035 Uiso 1 1 calc R . . C9 C 0.0866(3) 0.7123(3) 0.2362(3) 0.0240(8) Uani 1 1 d . . . C10 C 0.1203(3) 0.8113(3) 0.2585(2) 0.0217(8) Uani 1 1 d . . . C11 C 0.1591(3) 0.8515(3) 0.3477(3) 0.0226(8) Uani 1 1 d . . . C12 C 0.1397(3) 0.8175(3) 0.4183(3) 0.0263(8) Uani 1 1 d . . . H12A H 0.1043 0.7584 0.4130 0.032 Uiso 1 1 calc R . . C13 C 0.1719(3) 0.8693(3) 0.4944(3) 0.0281(9) Uani 1 1 d . . . H13A H 0.1584 0.8455 0.5411 0.034 Uiso 1 1 calc R . . C14 C 0.2248(3) 0.9574(3) 0.5041(2) 0.0249(8) Uani 1 1 d . . . C15 C 0.2575(3) 1.0188(3) 0.5779(3) 0.0338(10) Uani 1 1 d . . . H15A H 0.2464 1.0009 0.6275 0.041 Uiso 1 1 calc R . . C16 C 0.3051(4) 1.1040(3) 0.5771(3) 0.0379(10) Uani 1 1 d . . . H16A H 0.3288 1.1438 0.6274 0.045 Uiso 1 1 calc R . . C17 C 0.3203(3) 1.1348(3) 0.5037(3) 0.0299(9) Uani 1 1 d . . . H17A H 0.3528 1.1949 0.5054 0.036 Uiso 1 1 calc R . . C18 C 0.2883(3) 1.0782(3) 0.4292(3) 0.0231(8) Uani 1 1 d . . . C19 C 0.2410(3) 0.9881(3) 0.4308(2) 0.0225(8) Uani 1 1 d . . . C21 C 0.3585(3) 0.9262(3) 0.2258(3) 0.0283(9) Uani 1 1 d . . . H21A H 0.3431 0.9143 0.1639 0.034 Uiso 1 1 calc R . . H21B H 0.4210 0.9645 0.2517 0.034 Uiso 1 1 calc R . . C22 C 0.3682(3) 0.8332(3) 0.2728(2) 0.0233(8) Uani 1 1 d . . . C23 C 0.3270(3) 0.7456(3) 0.2304(3) 0.0309(9) Uani 1 1 d . . . H23A H 0.2957 0.7447 0.1689 0.037 Uiso 1 1 calc R . . C24 C 0.3303(3) 0.6608(3) 0.2752(3) 0.0365(10) Uani 1 1 d . . . H24A H 0.3021 0.6030 0.2441 0.044 Uiso 1 1 calc R . . C25 C 0.3748(3) 0.6595(3) 0.3654(3) 0.0368(10) Uani 1 1 d . . . H25A H 0.3761 0.6015 0.3963 0.044 Uiso 1 1 calc R . . C26 C 0.4169(3) 0.7439(3) 0.4092(3) 0.0353(10) Uani 1 1 d . . . H26A H 0.4482 0.7435 0.4708 0.042 Uiso 1 1 calc R . . C27 C 0.4142(3) 0.8296(3) 0.3647(3) 0.0303(9) Uani 1 1 d . . . H27A H 0.4437 0.8867 0.3964 0.036 Uiso 1 1 calc R . . C31 C 0.1241(3) 1.1075(3) 0.1329(3) 0.0297(9) Uani 1 1 d . . . H31A H 0.0581 1.0788 0.0967 0.036 Uiso 1 1 calc R . . H31B H 0.1171 1.1732 0.1534 0.036 Uiso 1 1 calc R . . C32 C 0.1975(3) 1.1008(3) 0.0953(3) 0.0263(8) Uani 1 1 d . . . C33 C 0.1856(3) 1.0408(3) 0.0238(3) 0.0314(9) Uani 1 1 d . . . H33A H 0.1230 1.0101 -0.0078 0.038 Uiso 1 1 calc R . . C34 C 0.2634(3) 1.0261(3) -0.0011(3) 0.0352(10) Uani 1 1 d . . . H34A H 0.2531 0.9858 -0.0496 0.042 Uiso 1 1 calc R . . C35 C 0.3570(3) 1.0695(4) 0.0441(3) 0.0380(10) Uani 1 1 d . . . H35A H 0.4103 1.0582 0.0270 0.046 Uiso 1 1 calc R . . C36 C 0.3706(3) 1.1288(3) 0.1137(3) 0.0363(10) Uani 1 1 d . . . H36A H 0.4334 1.1596 0.1443 0.044 Uiso 1 1 calc R . . C37 C 0.2932(3) 1.1440(3) 0.1395(3) 0.0306(9) Uani 1 1 d . . . H37A H 0.3045 1.1845 0.1881 0.037 Uiso 1 1 calc R . . C41 C 0.3341(3) 1.1940(3) 0.3465(2) 0.0224(8) Uani 1 1 d . . . C42 C 0.4344(3) 1.2041(3) 0.3573(2) 0.0242(8) Uani 1 1 d . . . C43 C 0.4671(3) 1.2956(3) 0.3442(3) 0.0290(9) Uani 1 1 d . . . H43A H 0.5342 1.3034 0.3508 0.035 Uiso 1 1 calc R . . C44 C 0.4036(3) 1.3753(3) 0.3217(3) 0.0308(9) Uani 1 1 d . . . H44A H 0.4268 1.4365 0.3118 0.037 Uiso 1 1 calc R . . C45 C 0.3064(3) 1.3652(3) 0.3138(3) 0.0285(9) Uani 1 1 d . . . H45A H 0.2634 1.4201 0.2992 0.034 Uiso 1 1 calc R . . C46 C 0.2705(3) 1.2756(3) 0.3271(2) 0.0244(8) Uani 1 1 d . . . C47 C 0.1651(3) 1.2684(3) 0.3222(3) 0.0325(9) Uani 1 1 d . . . H47A H 0.1404 1.2019 0.3070 0.049 Uiso 1 1 calc R . . H47B H 0.1212 1.3132 0.2778 0.049 Uiso 1 1 calc R . . H47C H 0.1655 1.2855 0.3785 0.049 Uiso 1 1 calc R . . C48 C 0.5066(3) 1.1198(3) 0.3834(3) 0.0349(10) Uani 1 1 d . . . H48A H 0.5744 1.1436 0.4182 0.052 Uiso 1 1 calc R . . H48B H 0.5050 1.0874 0.3313 0.052 Uiso 1 1 calc R . . H48C H 0.4871 1.0735 0.4177 0.052 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 0.01805(19) 0.0207(2) 0.0200(2) 0.00061(15) 0.00730(14) -0.00002(14) N1 0.0147(15) 0.0216(15) 0.0243(16) -0.0008(13) 0.0058(13) 0.0012(12) N2 0.0186(15) 0.0211(15) 0.0246(17) -0.0025(13) 0.0079(13) -0.0020(12) C1 0.0173(18) 0.0253(19) 0.027(2) -0.0019(16) 0.0081(16) 0.0021(14) C2 0.023(2) 0.030(2) 0.026(2) 0.0009(16) 0.0085(17) 0.0006(16) C3 0.0208(19) 0.036(2) 0.026(2) -0.0064(17) 0.0069(17) -0.0005(16) C4 0.0148(18) 0.031(2) 0.036(2) -0.0050(17) 0.0103(17) -0.0005(15) C5 0.023(2) 0.039(2) 0.040(3) -0.014(2) 0.0114(19) -0.0093(18) C6 0.032(2) 0.026(2) 0.059(3) -0.011(2) 0.020(2) -0.0105(17) C7 0.031(2) 0.024(2) 0.050(3) 0.0011(19) 0.017(2) -0.0014(17) C8 0.022(2) 0.027(2) 0.037(2) 0.0003(17) 0.0117(18) 0.0002(16) C9 0.0125(17) 0.0245(19) 0.034(2) -0.0022(16) 0.0089(16) 0.0012(14) C10 0.0111(16) 0.0247(18) 0.026(2) 0.0004(15) 0.0045(15) 0.0026(14) C11 0.0162(17) 0.0206(18) 0.028(2) 0.0016(15) 0.0057(16) 0.0027(14) C12 0.025(2) 0.0196(18) 0.033(2) 0.0061(16) 0.0104(17) 0.0025(15) C13 0.029(2) 0.030(2) 0.026(2) 0.0096(17) 0.0120(18) 0.0055(16) C14 0.0239(19) 0.0271(19) 0.0217(19) 0.0060(16) 0.0073(16) 0.0050(16) C15 0.043(3) 0.034(2) 0.025(2) 0.0049(17) 0.0145(19) 0.0027(18) C16 0.050(3) 0.035(2) 0.024(2) -0.0043(18) 0.011(2) -0.002(2) C17 0.034(2) 0.028(2) 0.025(2) -0.0007(17) 0.0092(18) -0.0050(17) C18 0.0156(17) 0.0232(19) 0.027(2) 0.0012(15) 0.0048(16) 0.0025(14) C19 0.0177(17) 0.0245(19) 0.0224(18) 0.0018(15) 0.0053(15) 0.0045(14) C21 0.026(2) 0.032(2) 0.027(2) 0.0021(17) 0.0119(17) 0.0056(17) C22 0.0121(17) 0.031(2) 0.025(2) -0.0028(16) 0.0060(15) 0.0057(14) C23 0.021(2) 0.036(2) 0.030(2) -0.0085(18) 0.0047(17) 0.0014(17) C24 0.028(2) 0.031(2) 0.049(3) -0.012(2) 0.014(2) -0.0038(17) C25 0.029(2) 0.034(2) 0.048(3) 0.010(2) 0.017(2) 0.0017(18) C26 0.030(2) 0.047(3) 0.028(2) 0.0012(19) 0.0102(19) 0.0075(19) C27 0.024(2) 0.034(2) 0.028(2) -0.0067(17) 0.0056(18) 0.0001(17) C31 0.028(2) 0.032(2) 0.026(2) 0.0072(17) 0.0081(17) 0.0071(17) C32 0.028(2) 0.0262(19) 0.022(2) 0.0071(16) 0.0080(17) 0.0036(16) C33 0.028(2) 0.035(2) 0.027(2) 0.0030(18) 0.0076(18) -0.0026(18) C34 0.038(2) 0.040(2) 0.029(2) -0.0052(19) 0.016(2) -0.0044(19) C35 0.034(2) 0.048(3) 0.034(2) 0.004(2) 0.017(2) -0.003(2) C36 0.033(2) 0.043(3) 0.030(2) 0.0048(19) 0.0102(19) -0.0085(19) C37 0.038(2) 0.030(2) 0.024(2) 0.0031(17) 0.0127(18) -0.0036(18) C41 0.0200(18) 0.0264(19) 0.0207(19) -0.0050(15) 0.0084(15) -0.0045(15) C42 0.0190(18) 0.030(2) 0.0203(19) -0.0028(16) 0.0051(15) -0.0007(15) C43 0.0212(19) 0.037(2) 0.029(2) -0.0036(18) 0.0109(17) -0.0111(17) C44 0.036(2) 0.026(2) 0.032(2) 0.0018(17) 0.0152(19) -0.0080(17) C45 0.032(2) 0.024(2) 0.029(2) -0.0002(16) 0.0123(18) 0.0000(16) C46 0.0227(19) 0.0270(19) 0.024(2) -0.0022(16) 0.0104(16) -0.0020(15) C47 0.026(2) 0.029(2) 0.046(3) -0.0038(19) 0.019(2) 0.0011(17) C48 0.023(2) 0.034(2) 0.042(3) -0.0045(19) 0.0079(19) -0.0020(17) _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 N2 2.163(3) . ? Zr1 C21 2.285(4) . ? Zr1 C1 2.295(4) . ? Zr1 N1 2.305(3) . ? Zr1 C31 2.309(4) . ? Zr1 C32 2.646(4) . ? Zr1 C22 3.029(4) . ? N1 C11 1.353(5) . ? N1 C19 1.362(5) . ? N2 C18 1.376(5) . ? N2 C41 1.448(5) . ? C1 C10 1.395(5) . ? C1 C2 1.423(6) . ? C2 C3 1.373(6) . ? C2 H2A 0.9500 . ? C3 C4 1.415(6) . ? C3 H3A 0.9500 . ? C4 C5 1.421(6) . ? C4 C9 1.441(6) . ? C5 C6 1.356(7) . ? C5 H5A 0.9500 . ? C6 C7 1.422(7) . ? C6 H6A 0.9500 . ? C7 C8 1.369(6) . ? C7 H7A 0.9500 . ? C8 C9 1.423(6) . ? C8 H8A 0.9500 . ? C9 C10 1.447(5) . ? C10 C11 1.485(5) . ? C11 C12 1.417(5) . ? C12 C13 1.374(6) . ? C12 H12A 0.9500 . ? C13 C14 1.414(6) . ? C13 H13A 0.9500 . ? C14 C15 1.419(6) . ? C14 C19 1.420(5) . ? C15 C16 1.370(6) . ? C15 H15A 0.9500 . ? C16 C17 1.414(6) . ? C16 H16A 0.9500 . ? C17 C18 1.389(6) . ? C17 H17A 0.9500 . ? C18 C19 1.428(5) . ? C21 C22 1.485(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.407(6) . ? C22 C27 1.418(6) . ? C23 C24 1.382(6) . ? C23 H23A 0.9500 . ? C24 C25 1.393(7) . ? C24 H24A 0.9500 . ? C25 C26 1.381(6) . ? C25 H25A 0.9500 . ? C26 C27 1.393(6) . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C31 C32 1.463(6) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.415(6) . ? C32 C37 1.420(6) . ? C33 C34 1.383(6) . ? C33 H33A 0.9500 . ? C34 C35 1.400(6) . ? C34 H34A 0.9500 . ? C35 C36 1.380(6) . ? C35 H35A 0.9500 . ? C36 C37 1.390(6) . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? C41 C46 1.410(5) . ? C41 C42 1.412(5) . ? C42 C43 1.399(6) . ? C42 C48 1.509(6) . ? C43 C44 1.387(6) . ? C43 H43A 0.9500 . ? C44 C45 1.383(6) . ? C44 H44A 0.9500 . ? C45 C46 1.396(5) . ? C45 H45A 0.9500 . ? C46 C47 1.515(5) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? 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 N2 Zr1 C21 106.70(14) . . ? N2 Zr1 C1 137.89(13) . . ? C21 Zr1 C1 95.63(14) . . ? N2 Zr1 N1 70.67(11) . . ? C21 Zr1 N1 107.09(13) . . ? C1 Zr1 N1 68.79(12) . . ? N2 Zr1 C31 104.06(14) . . ? C21 Zr1 C31 121.46(14) . . ? C1 Zr1 C31 93.31(15) . . ? N1 Zr1 C31 129.85(13) . . ? N2 Zr1 C32 111.41(12) . . ? C21 Zr1 C32 88.62(13) . . ? C1 Zr1 C32 104.23(13) . . ? N1 Zr1 C32 163.11(11) . . ? C31 Zr1 C32 33.47(13) . . ? N2 Zr1 C22 106.33(11) . . ? C21 Zr1 C22 28.27(12) . . ? C1 Zr1 C22 77.62(12) . . ? N1 Zr1 C22 80.28(10) . . ? C31 Zr1 C22 143.24(13) . . ? C32 Zr1 C22 113.96(11) . . ? C11 N1 C19 120.7(3) . . ? C11 N1 Zr1 121.8(3) . . ? C19 N1 Zr1 117.3(2) . . ? C18 N2 C41 115.9(3) . . ? C18 N2 Zr1 121.8(2) . . ? C41 N2 Zr1 121.5(2) . . ? C10 C1 C2 117.7(3) . . ? C10 C1 Zr1 118.1(3) . . ? C2 C1 Zr1 122.4(3) . . ? C3 C2 C1 122.1(4) . . ? C3 C2 H2A 119.0 . . ? C1 C2 H2A 119.0 . . ? C2 C3 C4 120.7(4) . . ? C2 C3 H3A 119.7 . . ? C4 C3 H3A 119.7 . . ? C3 C4 C5 121.7(4) . . ? C3 C4 C9 119.3(4) . . ? C5 C4 C9 118.9(4) . . ? C6 C5 C4 121.8(4) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? C5 C6 C7 119.9(4) . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C8 C7 C6 119.9(4) . . ? C8 C7 H7A 120.1 . . ? C6 C7 H7A 120.1 . . ? C7 C8 C9 122.2(4) . . ? C7 C8 H8A 118.9 . . ? C9 C8 H8A 118.9 . . ? C8 C9 C4 117.3(4) . . ? C8 C9 C10 125.1(4) . . ? C4 C9 C10 117.5(4) . . ? C1 C10 C9 121.7(4) . . ? C1 C10 C11 114.0(3) . . ? C9 C10 C11 124.3(3) . . ? N1 C11 C12 119.3(3) . . ? N1 C11 C10 112.8(3) . . ? C12 C11 C10 127.5(3) . . ? C13 C12 C11 120.5(4) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C12 C13 C14 121.0(4) . . ? C12 C13 H13A 119.5 . . ? C14 C13 H13A 119.5 . . ? C13 C14 C15 125.7(4) . . ? C13 C14 C19 115.8(4) . . ? C15 C14 C19 118.4(4) . . ? C16 C15 C14 119.4(4) . . ? C16 C15 H15A 120.3 . . ? C14 C15 H15A 120.3 . . ? C15 C16 C17 122.1(4) . . ? C15 C16 H16A 119.0 . . ? C17 C16 H16A 119.0 . . ? C18 C17 C16 120.9(4) . . ? C18 C17 H17A 119.6 . . ? C16 C17 H17A 119.6 . . ? N2 C18 C17 127.8(4) . . ? N2 C18 C19 115.1(3) . . ? C17 C18 C19 117.1(4) . . ? N1 C19 C14 122.8(3) . . ? N1 C19 C18 115.0(3) . . ? C14 C19 C18 122.2(4) . . ? C22 C21 Zr1 104.9(2) . . ? C22 C21 H21A 110.8 . . ? Zr1 C21 H21A 110.8 . . ? C22 C21 H21B 110.8 . . ? Zr1 C21 H21B 110.8 . . ? H21A C21 H21B 108.8 . . ? C23 C22 C27 116.1(4) . . ? C23 C22 C21 122.7(4) . . ? C27 C22 C21 121.0(4) . . ? C23 C22 Zr1 117.7(2) . . ? C27 C22 Zr1 102.0(2) . . ? C21 C22 Zr1 46.81(18) . . ? C24 C23 C22 122.3(4) . . ? C24 C23 H23A 118.8 . . ? C22 C23 H23A 118.8 . . ? C23 C24 C25 120.4(4) . . ? C23 C24 H24A 119.8 . . ? C25 C24 H24A 119.8 . . ? C26 C25 C24 118.8(4) . . ? C26 C25 H25A 120.6 . . ? C24 C25 H25A 120.6 . . ? C25 C26 C27 121.1(4) . . ? C25 C26 H26A 119.4 . . ? C27 C26 H26A 119.4 . . ? C26 C27 C22 121.2(4) . . ? C26 C27 H27A 119.4 . . ? C22 C27 H27A 119.4 . . ? C32 C31 Zr1 86.0(2) . . ? C32 C31 H31A 114.3 . . ? Zr1 C31 H31A 114.3 . . ? C32 C31 H31B 114.3 . . ? Zr1 C31 H31B 114.3 . . ? H31A C31 H31B 111.5 . . ? C33 C32 C37 116.3(4) . . ? C33 C32 C31 123.8(4) . . ? C37 C32 C31 119.2(4) . . ? C33 C32 Zr1 114.6(3) . . ? C37 C32 Zr1 87.7(2) . . ? C31 C32 Zr1 60.5(2) . . ? C34 C33 C32 121.3(4) . . ? C34 C33 H33A 119.4 . . ? C32 C33 H33A 119.4 . . ? C33 C34 C35 121.1(4) . . ? C33 C34 H34A 119.4 . . ? C35 C34 H34A 119.4 . . ? C36 C35 C34 118.8(4) . . ? C36 C35 H35A 120.6 . . ? C34 C35 H35A 120.6 . . ? C35 C36 C37 120.6(4) . . ? C35 C36 H36A 119.7 . . ? C37 C36 H36A 119.7 . . ? C36 C37 C32 121.9(4) . . ? C36 C37 H37A 119.1 . . ? C32 C37 H37A 119.1 . . ? C46 C41 C42 120.4(3) . . ? C46 C41 N2 119.8(3) . . ? C42 C41 N2 119.8(3) . . ? C43 C42 C41 118.3(4) . . ? C43 C42 C48 119.7(3) . . ? C41 C42 C48 121.9(4) . . ? C44 C43 C42 121.5(4) . . ? C44 C43 H43A 119.3 . . ? C42 C43 H43A 119.3 . . ? C45 C44 C43 119.7(4) . . ? C45 C44 H44A 120.2 . . ? C43 C44 H44A 120.2 . . ? C44 C45 C46 121.1(4) . . ? C44 C45 H45A 119.5 . . ? C46 C45 H45A 119.5 . . ? C45 C46 C41 119.0(3) . . ? C45 C46 C47 119.5(4) . . ? C41 C46 C47 121.5(3) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C42 C48 H48A 109.5 . . ? C42 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C42 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.941 _refine_diff_density_min -0.686 _refine_diff_density_rms 0.098