#Supplementary Material (ESI) for Chemical Communications #This journal is © The Royal Society of Chemisty 2006 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Gerhard Erker' 'Gereon Dierker' 'Roland Frohlich' 'Stefan Grimme' 'Gerald Kehr' _publ_contact_author_name 'Prof Gerhard Erker' _publ_contact_author_address ; Organisch-Chemisches Institut Universitaet Muenster Corrensstrasse 40 Muenster 48149 GERMANY ; _publ_contact_author_email ERKER@UNI-MUENSTER.DE _publ_section_title ; Stereo-Electronic Interaction in Complex Molecules: Cyclopropyl Conjugation with Lewis Acidic Centres Across Connecting Carbon Carbon Triple Bonds ; # Attachment 'erk3151.cif' data_erk3151 _database_code_depnum_ccdc_archive 'CCDC 609890' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 Zr' _chemical_formula_weight 351.58 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' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.261(1) _cell_length_b 6.462(1) _cell_length_c 17.607(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1622.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.669 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8506 _exptl_absorpt_correction_T_max 0.9673 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10858 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.86 _reflns_number_total 1937 _reflns_number_gt 1595 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (OTwinowski & Minor, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0430P)^2^+0.7950P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1937 _refine_ls_number_parameters 96 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0748 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 Zr1 Zr 0.5000 0.05793(3) 0.2500 0.01545(10) Uani 1 2 d S . . C1 C 0.42167(13) 0.2687(3) 0.17151(10) 0.0260(4) Uani 1 1 d . . . C2 C 0.37801(13) 0.3814(3) 0.12931(10) 0.0249(4) Uani 1 1 d . . . C3 C 0.32735(13) 0.5250(3) 0.08154(10) 0.0272(4) Uani 1 1 d . . . H3A H 0.2704 0.5887 0.1051 0.033 Uiso 1 1 calc R . . C4 C 0.32250(19) 0.4932(3) -0.00344(10) 0.0386(5) Uani 1 1 d . . . H4A H 0.3551 0.3713 -0.0249 0.046 Uiso 1 1 calc R . . H4B H 0.2635 0.5314 -0.0296 0.046 Uiso 1 1 calc R . . C5 C 0.38096(15) 0.6627(3) 0.02750(11) 0.0367(5) Uani 1 1 d . . . H5A H 0.3583 0.8063 0.0206 0.044 Uiso 1 1 calc R . . H5B H 0.4499 0.6462 0.0252 0.044 Uiso 1 1 calc R . . C6 C 0.36341(15) 0.0878(3) 0.33996(12) 0.0352(5) Uani 1 1 d . . . H6A H 0.3358 0.2198 0.3593 0.042 Uiso 1 1 calc R . . C7 C 0.43150(15) -0.0316(3) 0.37696(11) 0.0334(4) Uani 1 1 d . . . H7A H 0.4603 0.0008 0.4274 0.040 Uiso 1 1 calc R . . C8 C 0.44243(14) -0.2169(3) 0.33670(11) 0.0325(4) Uani 1 1 d . . . H8A H 0.4793 -0.3397 0.3541 0.039 Uiso 1 1 calc R . . C9 C 0.38011(15) -0.2136(3) 0.27526(12) 0.0346(5) Uani 1 1 d . . . H9A H 0.3654 -0.3334 0.2413 0.041 Uiso 1 1 calc R . . C10 C 0.33068(14) -0.0263(4) 0.27793(13) 0.0361(5) Uani 1 1 d . . . H10A H 0.2759 0.0112 0.2452 0.043 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 0.01668(14) 0.01418(14) 0.01549(14) 0.000 -0.00044(8) 0.000 C1 0.0282(9) 0.0236(9) 0.0262(9) 0.0016(7) -0.0026(7) 0.0006(7) C2 0.0279(9) 0.0219(8) 0.0250(9) -0.0004(7) -0.0021(7) -0.0013(7) C3 0.0258(9) 0.0310(9) 0.0249(9) 0.0038(7) -0.0019(7) 0.0054(8) C4 0.0381(13) 0.0523(12) 0.0255(11) 0.0052(11) -0.0072(8) -0.0025(9) C5 0.0337(11) 0.0387(11) 0.0378(11) 0.0147(9) -0.0065(9) -0.0016(9) C6 0.0371(11) 0.0316(10) 0.0369(11) 0.0017(8) 0.0189(9) 0.0091(8) C7 0.0367(11) 0.0438(11) 0.0197(9) 0.0035(8) 0.0067(8) -0.0041(9) C8 0.0327(10) 0.0273(9) 0.0375(11) 0.0138(8) 0.0131(8) 0.0047(8) C9 0.0318(10) 0.0333(10) 0.0386(10) -0.0063(9) 0.0140(9) -0.0137(9) C10 0.0178(9) 0.0537(13) 0.0367(11) 0.0099(10) 0.0045(9) -0.0007(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 C1 2.2389(18) 3_655 ? Zr1 C1 2.2389(18) . ? Zr1 C8 2.4814(18) 3_655 ? Zr1 C8 2.4814(18) . ? Zr1 C9 2.4898(19) 3_655 ? Zr1 C9 2.4898(19) . ? Zr1 C7 2.5072(18) 3_655 ? Zr1 C7 2.5072(18) . ? Zr1 C6 2.5180(19) 3_655 ? Zr1 C6 2.5180(19) . ? Zr1 C10 2.5236(19) 3_655 ? Zr1 C10 2.5236(19) . ? C1 C2 1.213(2) . ? C2 C3 1.446(2) . ? C3 C5 1.511(3) . ? C3 C4 1.512(2) . ? C4 C5 1.481(3) . ? C6 C10 1.398(3) . ? C6 C7 1.401(3) . ? C7 C8 1.400(3) . ? C8 C9 1.400(3) . ? C9 C10 1.401(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Zr1 C1 105.06(9) 3_655 . ? C1 Zr1 C8 130.54(7) 3_655 3_655 ? C1 Zr1 C8 102.75(7) . 3_655 ? C1 Zr1 C8 102.75(7) 3_655 . ? C1 Zr1 C8 130.54(7) . . ? C8 Zr1 C8 88.62(9) 3_655 . ? C1 Zr1 C9 101.32(7) 3_655 3_655 ? C1 Zr1 C9 131.38(7) . 3_655 ? C8 Zr1 C9 32.72(7) 3_655 3_655 ? C8 Zr1 C9 80.38(7) . 3_655 ? C1 Zr1 C9 131.38(7) 3_655 . ? C1 Zr1 C9 101.32(7) . . ? C8 Zr1 C9 80.38(7) 3_655 . ? C8 Zr1 C9 32.72(7) . . ? C9 Zr1 C9 90.39(10) 3_655 . ? C1 Zr1 C7 119.75(7) 3_655 3_655 ? C1 Zr1 C7 77.55(7) . 3_655 ? C8 Zr1 C7 32.59(6) 3_655 3_655 ? C8 Zr1 C7 120.82(7) . 3_655 ? C9 Zr1 C7 53.89(7) 3_655 3_655 ? C9 Zr1 C7 105.32(7) . 3_655 ? C1 Zr1 C7 77.55(7) 3_655 . ? C1 Zr1 C7 119.75(7) . . ? C8 Zr1 C7 120.82(7) 3_655 . ? C8 Zr1 C7 32.59(6) . . ? C9 Zr1 C7 105.32(7) 3_655 . ? C9 Zr1 C7 53.89(7) . . ? C7 Zr1 C7 153.33(9) 3_655 . ? C1 Zr1 C6 87.46(7) 3_655 3_655 ? C1 Zr1 C6 87.20(7) . 3_655 ? C8 Zr1 C6 53.97(6) 3_655 3_655 ? C8 Zr1 C6 134.24(7) . 3_655 ? C9 Zr1 C6 53.87(7) 3_655 3_655 ? C9 Zr1 C6 134.23(7) . 3_655 ? C7 Zr1 C6 32.37(7) 3_655 3_655 ? C7 Zr1 C6 151.63(7) . 3_655 ? C1 Zr1 C6 87.20(7) 3_655 . ? C1 Zr1 C6 87.46(7) . . ? C8 Zr1 C6 134.24(7) 3_655 . ? C8 Zr1 C6 53.97(6) . . ? C9 Zr1 C6 134.23(7) 3_655 . ? C9 Zr1 C6 53.87(7) . . ? C7 Zr1 C6 151.63(7) 3_655 . ? C7 Zr1 C6 32.37(7) . . ? C6 Zr1 C6 171.22(9) 3_655 . ? C1 Zr1 C10 76.95(7) 3_655 3_655 ? C1 Zr1 C10 119.23(7) . 3_655 ? C8 Zr1 C10 53.79(7) 3_655 3_655 ? C8 Zr1 C10 106.38(7) . 3_655 ? C9 Zr1 C10 32.45(7) 3_655 3_655 ? C9 Zr1 C10 122.67(7) . 3_655 ? C7 Zr1 C10 53.39(7) 3_655 3_655 ? C7 Zr1 C10 119.79(7) . 3_655 ? C6 Zr1 C10 32.19(7) 3_655 3_655 ? C6 Zr1 C10 151.56(7) . 3_655 ? C1 Zr1 C10 119.23(7) 3_655 . ? C1 Zr1 C10 76.95(7) . . ? C8 Zr1 C10 106.38(7) 3_655 . ? C8 Zr1 C10 53.79(7) . . ? C9 Zr1 C10 122.67(7) 3_655 . ? C9 Zr1 C10 32.45(7) . . ? C7 Zr1 C10 119.79(7) 3_655 . ? C7 Zr1 C10 53.39(7) . . ? C6 Zr1 C10 151.56(7) 3_655 . ? C6 Zr1 C10 32.19(7) . . ? C10 Zr1 C10 155.08(11) 3_655 . ? C2 C1 Zr1 179.03(16) . . ? C1 C2 C3 177.0(2) . . ? C2 C3 C5 119.45(16) . . ? C2 C3 C4 120.77(17) . . ? C5 C3 C4 58.66(13) . . ? C5 C4 C3 60.62(13) . . ? C4 C5 C3 60.71(13) . . ? C10 C6 C7 107.73(18) . . ? C10 C6 Zr1 74.13(11) . . ? C7 C6 Zr1 73.39(11) . . ? C8 C7 C6 108.20(19) . . ? C8 C7 Zr1 72.69(10) . . ? C6 C7 Zr1 74.24(11) . . ? C7 C8 C9 107.91(18) . . ? C7 C8 Zr1 74.71(11) . . ? C9 C8 Zr1 73.97(11) . . ? C8 C9 C10 107.85(19) . . ? C8 C9 Zr1 73.31(11) . . ? C10 C9 Zr1 75.10(11) . . ? C6 C10 C9 108.28(19) . . ? C6 C10 Zr1 73.68(12) . . ? C9 C10 Zr1 72.45(11) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Zr1 C1 C2 -124(10) 3_655 . . . ? C8 Zr1 C1 C2 97(10) 3_655 . . . ? C8 Zr1 C1 C2 -2(10) . . . . ? C9 Zr1 C1 C2 116(10) 3_655 . . . ? C9 Zr1 C1 C2 15(10) . . . . ? C7 Zr1 C1 C2 118(10) 3_655 . . . ? C7 Zr1 C1 C2 -40(10) . . . . ? C6 Zr1 C1 C2 149(10) 3_655 . . . ? C6 Zr1 C1 C2 -37(10) . . . . ? C10 Zr1 C1 C2 153(10) 3_655 . . . ? C10 Zr1 C1 C2 -7(10) . . . . ? Zr1 C1 C2 C3 114(9) . . . . ? C1 C2 C3 C5 76(4) . . . . ? C1 C2 C3 C4 145(4) . . . . ? C2 C3 C4 C5 -107.9(2) . . . . ? C2 C3 C5 C4 110.1(2) . . . . ? C1 Zr1 C6 C10 174.49(13) 3_655 . . . ? C1 Zr1 C6 C10 69.27(13) . . . . ? C8 Zr1 C6 C10 -36.10(17) 3_655 . . . ? C8 Zr1 C6 C10 -77.52(13) . . . . ? C9 Zr1 C6 C10 -82.40(16) 3_655 . . . ? C9 Zr1 C6 C10 -36.73(13) . . . . ? C7 Zr1 C6 C10 11.7(2) 3_655 . . . ? C7 Zr1 C6 C10 -114.53(18) . . . . ? C6 Zr1 C6 C10 121.88(12) 3_655 . . . ? C10 Zr1 C6 C10 -129.9(2) 3_655 . . . ? C1 Zr1 C6 C7 -70.97(13) 3_655 . . . ? C1 Zr1 C6 C7 -176.19(13) . . . . ? C8 Zr1 C6 C7 78.43(16) 3_655 . . . ? C8 Zr1 C6 C7 37.01(12) . . . . ? C9 Zr1 C6 C7 32.13(17) 3_655 . . . ? C9 Zr1 C6 C7 77.80(13) . . . . ? C7 Zr1 C6 C7 126.2(2) 3_655 . . . ? C6 Zr1 C6 C7 -123.59(12) 3_655 . . . ? C10 Zr1 C6 C7 -15.4(2) 3_655 . . . ? C10 Zr1 C6 C7 114.53(18) . . . . ? C10 C6 C7 C8 1.5(2) . . . . ? Zr1 C6 C7 C8 -65.27(13) . . . . ? C10 C6 C7 Zr1 66.73(14) . . . . ? C1 Zr1 C7 C8 -139.89(13) 3_655 . . . ? C1 Zr1 C7 C8 119.72(13) . . . . ? C8 Zr1 C7 C8 -9.85(18) 3_655 . . . ? C9 Zr1 C7 C8 -41.38(14) 3_655 . . . ? C9 Zr1 C7 C8 37.60(12) . . . . ? C7 Zr1 C7 C8 -6.06(11) 3_655 . . . ? C6 Zr1 C7 C8 -80.19(18) 3_655 . . . ? C6 Zr1 C7 C8 115.34(19) . . . . ? C10 Zr1 C7 C8 -73.03(14) 3_655 . . . ? C10 Zr1 C7 C8 78.20(14) . . . . ? C1 Zr1 C7 C6 104.77(13) 3_655 . . . ? C1 Zr1 C7 C6 4.38(15) . . . . ? C8 Zr1 C7 C6 -125.19(13) 3_655 . . . ? C8 Zr1 C7 C6 -115.34(19) . . . . ? C9 Zr1 C7 C6 -156.72(13) 3_655 . . . ? C9 Zr1 C7 C6 -77.74(14) . . . . ? C7 Zr1 C7 C6 -121.39(13) 3_655 . . . ? C6 Zr1 C7 C6 164.47(16) 3_655 . . . ? C10 Zr1 C7 C6 171.63(12) 3_655 . . . ? C10 Zr1 C7 C6 -37.14(13) . . . . ? C6 C7 C8 C9 -0.8(2) . . . . ? Zr1 C7 C8 C9 -67.10(13) . . . . ? C6 C7 C8 Zr1 66.30(14) . . . . ? C1 Zr1 C8 C7 40.16(13) 3_655 . . . ? C1 Zr1 C8 C7 -82.80(14) . . . . ? C8 Zr1 C8 C7 171.55(16) 3_655 . . . ? C9 Zr1 C8 C7 139.71(14) 3_655 . . . ? C9 Zr1 C8 C7 -114.22(17) . . . . ? C7 Zr1 C8 C7 176.84(6) 3_655 . . . ? C6 Zr1 C8 C7 139.19(12) 3_655 . . . ? C6 Zr1 C8 C7 -36.75(12) . . . . ? C10 Zr1 C8 C7 120.09(13) 3_655 . . . ? C10 Zr1 C8 C7 -76.90(14) . . . . ? C1 Zr1 C8 C9 154.39(12) 3_655 . . . ? C1 Zr1 C8 C9 31.43(15) . . . . ? C8 Zr1 C8 C9 -74.23(12) 3_655 . . . ? C9 Zr1 C8 C9 -106.07(14) 3_655 . . . ? C7 Zr1 C8 C9 -68.94(13) 3_655 . . . ? C7 Zr1 C8 C9 114.22(17) . . . . ? C6 Zr1 C8 C9 -106.59(13) 3_655 . . . ? C6 Zr1 C8 C9 77.47(13) . . . . ? C10 Zr1 C8 C9 -125.69(12) 3_655 . . . ? C10 Zr1 C8 C9 37.33(12) . . . . ? C7 C8 C9 C10 -0.2(2) . . . . ? Zr1 C8 C9 C10 -67.76(13) . . . . ? C7 C8 C9 Zr1 67.60(13) . . . . ? C1 Zr1 C9 C8 -34.19(15) 3_655 . . . ? C1 Zr1 C9 C8 -156.16(11) . . . . ? C8 Zr1 C9 C8 102.63(13) 3_655 . . . ? C9 Zr1 C9 C8 71.34(12) 3_655 . . . ? C7 Zr1 C9 C8 123.81(12) 3_655 . . . ? C7 Zr1 C9 C8 -37.45(11) . . . . ? C6 Zr1 C9 C8 106.63(13) 3_655 . . . ? C6 Zr1 C9 C8 -77.83(13) . . . . ? C10 Zr1 C9 C8 67.78(14) 3_655 . . . ? C10 Zr1 C9 C8 -114.26(18) . . . . ? C1 Zr1 C9 C10 80.07(16) 3_655 . . . ? C1 Zr1 C9 C10 -41.91(14) . . . . ? C8 Zr1 C9 C10 -143.11(15) 3_655 . . . ? C8 Zr1 C9 C10 114.26(18) . . . . ? C9 Zr1 C9 C10 -174.41(17) 3_655 . . . ? C7 Zr1 C9 C10 -121.94(14) 3_655 . . . ? C7 Zr1 C9 C10 76.80(14) . . . . ? C6 Zr1 C9 C10 -139.11(13) 3_655 . . . ? C6 Zr1 C9 C10 36.43(13) . . . . ? C10 Zr1 C9 C10 -177.97(6) 3_655 . . . ? C7 C6 C10 C9 -1.6(2) . . . . ? Zr1 C6 C10 C9 64.68(14) . . . . ? C7 C6 C10 Zr1 -66.24(14) . . . . ? C8 C9 C10 C6 1.1(2) . . . . ? Zr1 C9 C10 C6 -65.49(14) . . . . ? C8 C9 C10 Zr1 66.56(13) . . . . ? C1 Zr1 C10 C6 -6.30(15) 3_655 . . . ? C1 Zr1 C10 C6 -106.43(13) . . . . ? C8 Zr1 C10 C6 153.90(12) 3_655 . . . ? C8 Zr1 C10 C6 78.16(13) . . . . ? C9 Zr1 C10 C6 122.46(13) 3_655 . . . ? C9 Zr1 C10 C6 115.81(19) . . . . ? C7 Zr1 C10 C6 -173.62(11) 3_655 . . . ? C7 Zr1 C10 C6 37.35(12) . . . . ? C6 Zr1 C10 C6 -164.20(17) 3_655 . . . ? C10 Zr1 C10 C6 119.87(12) 3_655 . . . ? C1 Zr1 C10 C9 -122.12(13) 3_655 . . . ? C1 Zr1 C10 C9 137.75(14) . . . . ? C8 Zr1 C10 C9 38.09(15) 3_655 . . . ? C8 Zr1 C10 C9 -37.65(13) . . . . ? C9 Zr1 C10 C9 6.6(2) 3_655 . . . ? C7 Zr1 C10 C9 70.57(15) 3_655 . . . ? C7 Zr1 C10 C9 -78.46(14) . . . . ? C6 Zr1 C10 C9 79.98(19) 3_655 . . . ? C6 Zr1 C10 C9 -115.81(19) . . . . ? C10 Zr1 C10 C9 4.06(12) 3_655 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.86 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.355 _refine_diff_density_min -0.590 _refine_diff_density_rms 0.074 # Attachment 'erk3173.cif' data_erk3173 _database_code_depnum_ccdc_archive 'CCDC 609891' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 Hf' _chemical_formula_weight 438.85 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' Hf Hf -0.5830 6.1852 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.815(1) _cell_length_b 14.432(1) _cell_length_c 12.700(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1615.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 6.447 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2479 _exptl_absorpt_correction_T_max 0.5649 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '\w and \f scans' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12698 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3760 _reflns_number_gt 3475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. Refined as racemic twin, no higher symmetry found. ; _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^)+(0.0226P)^2^+2.6454P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.452(13) _refine_ls_number_reflns 3760 _refine_ls_number_parameters 191 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0235 _refine_ls_R_factor_gt 0.0201 _refine_ls_wR_factor_ref 0.0489 _refine_ls_wR_factor_gt 0.0476 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.004 _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 Hf Hf 0.973690(13) 0.945722(8) 1.00084(3) 0.01703(5) Uani 1 1 d . . . C1A C 0.8450(5) 1.0547(3) 1.0795(4) 0.0259(9) Uani 1 1 d . . . C2A C 0.7604(5) 1.1122(3) 1.1149(3) 0.0247(8) Uani 1 1 d . . . C3A C 0.6500(6) 1.1786(3) 1.1522(4) 0.0303(12) Uani 1 1 d . . . H3A H 0.6924 1.2373 1.1819 0.036 Uiso 1 1 calc R . . C4A C 0.5014(5) 1.1874(4) 1.0963(5) 0.0398(13) Uani 1 1 d . . . H4A1 H 0.4565 1.2500 1.0902 0.048 Uiso 1 1 calc R . . H4A2 H 0.4831 1.1463 1.0352 0.048 Uiso 1 1 calc R . . C5A C 0.5062(8) 1.1440(6) 1.2029(6) 0.0328(15) Uani 1 1 d . . . H5A1 H 0.4911 1.0762 1.2077 0.039 Uiso 1 1 calc R . . H5A2 H 0.4645 1.1799 1.2627 0.039 Uiso 1 1 calc R . . C6A C 0.8747(6) 0.8057(3) 0.9088(4) 0.0369(11) Uani 1 1 d . . . H6A H 0.9284 0.7492 0.9177 0.044 Uiso 1 1 calc R . . C7A C 0.7532(6) 0.8377(4) 0.9716(4) 0.0402(13) Uani 1 1 d . . . H7A H 0.7098 0.8061 1.0299 0.048 Uiso 1 1 calc R . . C8A C 0.7085(6) 0.9236(4) 0.9326(5) 0.0423(13) Uani 1 1 d . . . H8A H 0.6288 0.9608 0.9599 0.051 Uiso 1 1 calc R . . C9A C 0.8007(7) 0.9458(3) 0.8466(4) 0.0370(12) Uani 1 1 d . . . H9A H 0.7956 1.0011 0.8061 0.044 Uiso 1 1 calc R . . C10A C 0.9016(6) 0.8726(3) 0.8307(3) 0.0347(11) Uani 1 1 d . . . H10A H 0.9756 0.8686 0.7765 0.042 Uiso 1 1 calc R . . C1B C 1.0063(6) 0.8492(3) 1.1300(4) 0.0320(10) Uani 1 1 d . . . C2B C 1.0137(6) 0.7948(4) 1.2022(4) 0.0365(11) Uani 1 1 d . . . C3B C 1.0188(7) 0.7279(5) 1.2863(5) 0.0491(15) Uani 1 1 d . . . H3B H 1.0761 0.7473 1.3506 0.059 Uiso 1 1 calc R . . C4B C 0.8822(9) 0.6656(5) 1.3056(5) 0.052(2) Uani 1 1 d . . . H4B1 H 0.8568 0.6498 1.3794 0.063 Uiso 1 1 calc R . . H4B2 H 0.7940 0.6721 1.2579 0.063 Uiso 1 1 calc R . . C5B C 1.0239(11) 0.6278(7) 1.2614(9) 0.072(3) Uani 1 1 d . . . H5B1 H 1.0236 0.6098 1.1862 0.086 Uiso 1 1 calc R . . H5B2 H 1.0863 0.5876 1.3074 0.086 Uiso 1 1 calc R . . C6B C 1.2060(8) 1.0314(7) 1.0524(5) 0.066(2) Uani 1 1 d . . . H6B H 1.2118 1.0542 1.1225 0.080 Uiso 1 1 calc R . . C7B C 1.2546(6) 0.9471(5) 1.0189(6) 0.052(3) Uani 1 1 d . . . H7B H 1.3022 0.9013 1.0612 0.063 Uiso 1 1 calc R . . C8B C 1.2225(7) 0.9393(4) 0.9111(5) 0.0384(12) Uani 1 1 d . . . H8B H 1.2431 0.8871 0.8679 0.046 Uiso 1 1 calc R . . C9B C 1.1546(6) 1.0222(4) 0.8782(4) 0.0342(10) Uani 1 1 d . . . H9B H 1.1214 1.0362 0.8089 0.041 Uiso 1 1 calc R . . C10B C 1.1446(7) 1.0797(4) 0.9642(5) 0.0459(17) Uani 1 1 d . . . H10B H 1.1040 1.1407 0.9648 0.055 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 Hf 0.01770(7) 0.01767(7) 0.01573(7) -0.00160(16) 0.0001(3) 0.00101(4) C1A 0.023(2) 0.025(2) 0.030(2) -0.0044(16) 0.0008(18) -0.0005(16) C2A 0.022(2) 0.025(2) 0.027(2) -0.0038(16) 0.0040(16) -0.0060(17) C3A 0.025(3) 0.021(2) 0.045(3) -0.010(2) 0.008(2) -0.0057(18) C4A 0.029(3) 0.042(3) 0.048(3) 0.009(2) 0.008(2) 0.013(2) C5A 0.021(3) 0.042(3) 0.036(3) -0.009(3) 0.010(2) -0.005(2) C6A 0.045(3) 0.028(2) 0.037(3) -0.0097(19) 0.000(2) -0.002(2) C7A 0.034(2) 0.049(3) 0.038(3) -0.010(2) 0.0000(17) -0.020(2) C8A 0.027(3) 0.046(3) 0.054(3) -0.022(3) -0.011(2) 0.002(2) C9A 0.046(3) 0.035(3) 0.029(2) -0.0025(19) -0.014(2) -0.001(2) C10A 0.044(3) 0.040(3) 0.020(2) -0.0085(18) -0.0014(19) -0.006(2) C1B 0.041(3) 0.025(2) 0.030(2) 0.0067(19) -0.0045(19) 0.0026(19) C2B 0.042(3) 0.035(3) 0.033(3) 0.007(2) -0.003(2) 0.000(2) C3B 0.053(3) 0.052(4) 0.042(3) 0.022(3) -0.017(2) -0.020(3) C4B 0.057(5) 0.060(4) 0.039(4) 0.023(3) -0.013(3) -0.021(4) C5B 0.051(5) 0.053(5) 0.112(9) 0.048(6) -0.024(5) -0.006(4) C6B 0.041(4) 0.128(7) 0.030(3) -0.028(4) 0.010(3) -0.052(4) C7B 0.021(2) 0.084(4) 0.052(8) 0.031(4) -0.003(3) -0.002(2) C8B 0.035(3) 0.041(3) 0.039(3) -0.004(2) 0.011(2) 0.002(2) C9B 0.028(3) 0.045(3) 0.029(2) 0.009(2) 0.0052(19) -0.004(2) C10B 0.036(3) 0.032(3) 0.069(4) -0.007(2) 0.019(3) -0.014(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Hf C1B 2.170(5) . ? Hf C1A 2.182(4) . ? Hf C8B 2.473(5) . ? Hf C6B 2.480(6) . ? Hf C9A 2.483(5) . ? Hf C7B 2.487(6) . ? Hf C9B 2.487(5) . ? Hf C10A 2.487(4) . ? Hf C6A 2.492(5) . ? Hf C10B 2.495(5) . ? Hf C8A 2.513(5) . ? Hf C7A 2.520(5) . ? C1A C2A 1.203(6) . ? C2A C3A 1.445(6) . ? C3A C4A 1.495(8) . ? C3A C5A 1.507(7) . ? C4A C5A 1.492(9) . ? C6A C10A 1.403(7) . ? C6A C7A 1.412(7) . ? C7A C8A 1.392(8) . ? C8A C9A 1.400(8) . ? C9A C10A 1.396(7) . ? C1B C2B 1.209(7) . ? C2B C3B 1.441(8) . ? C3B C5B 1.479(13) . ? C3B C4B 1.523(9) . ? C4B C5B 1.474(12) . ? C6B C7B 1.358(10) . ? C6B C10B 1.426(10) . ? C7B C8B 1.403(9) . ? C8B C9B 1.400(7) . ? C9B C10B 1.375(8) . ? 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 C1B Hf C1A 100.68(19) . . ? C1B Hf C8B 101.95(19) . . ? C1A Hf C8B 134.34(17) . . ? C1B Hf C6B 90.6(3) . . ? C1A Hf C6B 87.1(3) . . ? C8B Hf C6B 53.7(2) . . ? C1B Hf C9A 132.68(18) . . ? C1A Hf C9A 92.40(18) . . ? C8B Hf C9A 100.4(2) . . ? C6B Hf C9A 135.7(2) . . ? C1B Hf C7B 78.7(2) . . ? C1A Hf C7B 118.0(2) . . ? C8B Hf C7B 32.9(2) . . ? C6B Hf C7B 31.7(2) . . ? C9A Hf C7B 133.2(2) . . ? C1B Hf C9B 132.29(18) . . ? C1A Hf C9B 107.47(17) . . ? C8B Hf C9B 32.80(17) . . ? C6B Hf C9B 54.2(2) . . ? C9A Hf C9B 84.23(18) . . ? C7B Hf C9B 54.2(2) . . ? C1B Hf C10A 114.69(18) . . ? C1A Hf C10A 124.83(18) . . ? C8B Hf C10A 79.07(19) . . ? C6B Hf C10A 130.70(19) . . ? C9A Hf C10A 32.62(17) . . ? C7B Hf C10A 109.8(2) . . ? C9B Hf C10A 78.96(17) . . ? C1B Hf C6A 83.16(18) . . ? C1A Hf C6A 128.12(18) . . ? C8B Hf C6A 93.67(18) . . ? C6B Hf C6A 144.8(2) . . ? C9A Hf C6A 54.20(17) . . ? C7B Hf C6A 113.5(2) . . ? C9B Hf C6A 106.89(18) . . ? C10A Hf C6A 32.73(16) . . ? C1B Hf C10B 123.9(2) . . ? C1A Hf C10B 80.82(18) . . ? C8B Hf C10B 53.67(18) . . ? C6B Hf C10B 33.3(2) . . ? C9A Hf C10B 102.9(2) . . ? C7B Hf C10B 53.8(2) . . ? C9B Hf C10B 32.03(18) . . ? C10A Hf C10B 108.75(19) . . ? C6A Hf C10B 138.79(19) . . ? C1B Hf C8A 107.6(2) . . ? C1A Hf C8A 76.48(17) . . ? C8B Hf C8A 131.4(2) . . ? C6B Hf C8A 157.3(3) . . ? C9A Hf C8A 32.5(2) . . ? C7B Hf C8A 163.5(2) . . ? C9B Hf C8A 115.92(19) . . ? C10A Hf C8A 53.77(18) . . ? C6A Hf C8A 53.79(17) . . ? C10B Hf C8A 126.6(2) . . ? C1B Hf C7A 79.42(18) . . ? C1A Hf C7A 96.48(17) . . ? C8B Hf C7A 126.36(18) . . ? C6B Hf C7A 169.9(3) . . ? C9A Hf C7A 53.86(17) . . ? C7B Hf C7A 141.9(2) . . ? C9B Hf C7A 132.61(16) . . ? C10A Hf C7A 53.98(16) . . ? C6A Hf C7A 32.73(16) . . ? C10B Hf C7A 156.6(2) . . ? C8A Hf C7A 32.10(18) . . ? C2A C1A Hf 172.3(4) . . ? C1A C2A C3A 175.7(5) . . ? C2A C3A C4A 119.3(5) . . ? C2A C3A C5A 119.2(5) . . ? C4A C3A C5A 59.6(4) . . ? C5A C4A C3A 60.6(4) . . ? C4A C5A C3A 59.8(4) . . ? C10A C6A C7A 107.6(5) . . ? C10A C6A Hf 73.4(3) . . ? C7A C6A Hf 74.7(3) . . ? C8A C7A C6A 107.7(5) . . ? C8A C7A Hf 73.7(3) . . ? C6A C7A Hf 72.6(3) . . ? C7A C8A C9A 108.5(5) . . ? C7A C8A Hf 74.2(3) . . ? C9A C8A Hf 72.5(3) . . ? C10A C9A C8A 108.0(4) . . ? C10A C9A Hf 73.9(3) . . ? C8A C9A Hf 74.9(3) . . ? C9A C10A C6A 108.1(5) . . ? C9A C10A Hf 73.5(3) . . ? C6A C10A Hf 73.8(3) . . ? C2B C1B Hf 175.5(5) . . ? C1B C2B C3B 178.0(6) . . ? C2B C3B C5B 119.8(7) . . ? C2B C3B C4B 119.3(5) . . ? C5B C3B C4B 58.8(5) . . ? C5B C4B C3B 59.1(6) . . ? C4B C5B C3B 62.1(6) . . ? C7B C6B C10B 108.1(5) . . ? C7B C6B Hf 74.4(3) . . ? C10B C6B Hf 73.9(4) . . ? C6B C7B C8B 108.3(6) . . ? C6B C7B Hf 73.9(4) . . ? C8B C7B Hf 73.1(3) . . ? C9B C8B C7B 107.9(5) . . ? C9B C8B Hf 74.1(3) . . ? C7B C8B Hf 74.1(3) . . ? C10B C9B C8B 107.9(5) . . ? C10B C9B Hf 74.3(3) . . ? C8B C9B Hf 73.1(3) . . ? C9B C10B C6B 107.7(5) . . ? C9B C10B Hf 73.7(3) . . ? C6B C10B Hf 72.8(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1B Hf C1A C2A -117(3) . . . . ? C8B Hf C1A C2A 125(3) . . . . ? C6B Hf C1A C2A 153(3) . . . . ? C9A Hf C1A C2A 18(3) . . . . ? C7B Hf C1A C2A 161(3) . . . . ? C9B Hf C1A C2A 102(3) . . . . ? C10A Hf C1A C2A 14(3) . . . . ? C6A Hf C1A C2A -27(3) . . . . ? C10B Hf C1A C2A 120(3) . . . . ? C8A Hf C1A C2A -11(3) . . . . ? C7A Hf C1A C2A -36(3) . . . . ? Hf C1A C2A C3A 6(9) . . . . ? C1A C2A C3A C4A -10(7) . . . . ? C1A C2A C3A C5A 59(7) . . . . ? C2A C3A C4A C5A 108.6(6) . . . . ? C2A C3A C5A C4A -108.8(6) . . . . ? C1B Hf C6A C10A -164.8(4) . . . . ? C1A Hf C6A C10A 97.0(4) . . . . ? C8B Hf C6A C10A -63.2(3) . . . . ? C6B Hf C6A C10A -83.5(5) . . . . ? C9A Hf C6A C10A 37.0(3) . . . . ? C7B Hf C6A C10A -90.3(4) . . . . ? C9B Hf C6A C10A -32.6(4) . . . . ? C10B Hf C6A C10A -29.0(5) . . . . ? C8A Hf C6A C10A 77.5(4) . . . . ? C7A Hf C6A C10A 114.1(5) . . . . ? C1B Hf C6A C7A 81.1(3) . . . . ? C1A Hf C6A C7A -17.1(4) . . . . ? C8B Hf C6A C7A -177.3(3) . . . . ? C6B Hf C6A C7A 162.4(4) . . . . ? C9A Hf C6A C7A -77.1(3) . . . . ? C7B Hf C6A C7A 155.6(3) . . . . ? C9B Hf C6A C7A -146.7(3) . . . . ? C10A Hf C6A C7A -114.1(5) . . . . ? C10B Hf C6A C7A -143.2(4) . . . . ? C8A Hf C6A C7A -36.6(3) . . . . ? C10A C6A C7A C8A -0.8(5) . . . . ? Hf C6A C7A C8A 65.9(3) . . . . ? C10A C6A C7A Hf -66.6(3) . . . . ? C1B Hf C7A C8A 151.1(3) . . . . ? C1A Hf C7A C8A 51.4(3) . . . . ? C8B Hf C7A C8A -111.8(4) . . . . ? C6B Hf C7A C8A 161.5(11) . . . . ? C9A Hf C7A C8A -36.8(3) . . . . ? C7B Hf C7A C8A -153.0(4) . . . . ? C9B Hf C7A C8A -69.6(4) . . . . ? C10A Hf C7A C8A -77.5(3) . . . . ? C6A Hf C7A C8A -115.1(5) . . . . ? C10B Hf C7A C8A -30.4(6) . . . . ? C1B Hf C7A C6A -93.8(3) . . . . ? C1A Hf C7A C6A 166.5(3) . . . . ? C8B Hf C7A C6A 3.3(4) . . . . ? C6B Hf C7A C6A -83.4(12) . . . . ? C9A Hf C7A C6A 78.3(3) . . . . ? C7B Hf C7A C6A -37.9(5) . . . . ? C9B Hf C7A C6A 45.5(4) . . . . ? C10A Hf C7A C6A 37.6(3) . . . . ? C10B Hf C7A C6A 84.7(5) . . . . ? C8A Hf C7A C6A 115.1(5) . . . . ? C6A C7A C8A C9A -0.2(6) . . . . ? Hf C7A C8A C9A 64.9(4) . . . . ? C6A C7A C8A Hf -65.1(3) . . . . ? C1B Hf C8A C7A -29.9(4) . . . . ? C1A Hf C8A C7A -127.0(3) . . . . ? C8B Hf C8A C7A 94.7(4) . . . . ? C6B Hf C8A C7A -171.7(4) . . . . ? C9A Hf C8A C7A 115.8(4) . . . . ? C7B Hf C8A C7A 80.3(8) . . . . ? C9B Hf C8A C7A 129.9(3) . . . . ? C10A Hf C8A C7A 78.2(3) . . . . ? C6A Hf C8A C7A 37.4(3) . . . . ? C10B Hf C8A C7A 165.5(3) . . . . ? C1B Hf C8A C9A -145.7(3) . . . . ? C1A Hf C8A C9A 117.2(3) . . . . ? C8B Hf C8A C9A -21.1(4) . . . . ? C6B Hf C8A C9A 72.5(6) . . . . ? C7B Hf C8A C9A -35.5(8) . . . . ? C9B Hf C8A C9A 14.1(4) . . . . ? C10A Hf C8A C9A -37.5(3) . . . . ? C6A Hf C8A C9A -78.4(3) . . . . ? C10B Hf C8A C9A 49.7(4) . . . . ? C7A Hf C8A C9A -115.8(4) . . . . ? C7A C8A C9A C10A 1.1(6) . . . . ? Hf C8A C9A C10A 67.1(4) . . . . ? C7A C8A C9A Hf -66.0(3) . . . . ? C1B Hf C9A C10A -67.3(4) . . . . ? C1A Hf C9A C10A -174.2(3) . . . . ? C8B Hf C9A C10A 49.9(3) . . . . ? C6B Hf C9A C10A 97.6(4) . . . . ? C7B Hf C9A C10A 52.7(4) . . . . ? C9B Hf C9A C10A 78.5(3) . . . . ? C6A Hf C9A C10A -37.1(3) . . . . ? C10B Hf C9A C10A 104.7(3) . . . . ? C8A Hf C9A C10A -114.2(4) . . . . ? C7A Hf C9A C10A -77.9(3) . . . . ? C1B Hf C9A C8A 47.0(4) . . . . ? C1A Hf C9A C8A -59.9(3) . . . . ? C8B Hf C9A C8A 164.1(3) . . . . ? C6B Hf C9A C8A -148.2(4) . . . . ? C7B Hf C9A C8A 166.9(3) . . . . ? C9B Hf C9A C8A -167.3(3) . . . . ? C10A Hf C9A C8A 114.2(4) . . . . ? C6A Hf C9A C8A 77.1(3) . . . . ? C10B Hf C9A C8A -141.1(3) . . . . ? C7A Hf C9A C8A 36.3(3) . . . . ? C8A C9A C10A C6A -1.5(6) . . . . ? Hf C9A C10A C6A 66.3(3) . . . . ? C8A C9A C10A Hf -67.8(4) . . . . ? C7A C6A C10A C9A 1.4(6) . . . . ? Hf C6A C10A C9A -66.0(3) . . . . ? C7A C6A C10A Hf 67.4(3) . . . . ? C1B Hf C10A C9A 131.7(3) . . . . ? C1A Hf C10A C9A 7.1(4) . . . . ? C8B Hf C10A C9A -130.0(3) . . . . ? C6B Hf C10A C9A -114.0(4) . . . . ? C7B Hf C10A C9A -141.9(3) . . . . ? C9B Hf C10A C9A -96.6(3) . . . . ? C6A Hf C10A C9A 115.1(5) . . . . ? C10B Hf C10A C9A -84.7(4) . . . . ? C8A Hf C10A C9A 37.4(3) . . . . ? C7A Hf C10A C9A 77.5(3) . . . . ? C1B Hf C10A C6A 16.7(4) . . . . ? C1A Hf C10A C6A -108.0(3) . . . . ? C8B Hf C10A C6A 114.9(3) . . . . ? C6B Hf C10A C6A 131.0(4) . . . . ? C9A Hf C10A C6A -115.1(5) . . . . ? C7B Hf C10A C6A 103.0(3) . . . . ? C9B Hf C10A C6A 148.3(3) . . . . ? C10B Hf C10A C6A 160.3(3) . . . . ? C8A Hf C10A C6A -77.6(3) . . . . ? C7A Hf C10A C6A -37.6(3) . . . . ? C1A Hf C1B C2B 62(6) . . . . ? C8B Hf C1B C2B -157(6) . . . . ? C6B Hf C1B C2B 150(6) . . . . ? C9A Hf C1B C2B -41(6) . . . . ? C7B Hf C1B C2B 179(100) . . . . ? C9B Hf C1B C2B -172(6) . . . . ? C10A Hf C1B C2B -74(6) . . . . ? C6A Hf C1B C2B -65(6) . . . . ? C10B Hf C1B C2B 148(6) . . . . ? C8A Hf C1B C2B -17(6) . . . . ? C7A Hf C1B C2B -32(6) . . . . ? Hf C1B C2B C3B 48(23) . . . . ? C1B C2B C3B C5B 40(19) . . . . ? C1B C2B C3B C4B -28(19) . . . . ? C2B C3B C4B C5B 109.0(8) . . . . ? C2B C3B C5B C4B -108.3(7) . . . . ? C1B Hf C6B C7B 67.0(4) . . . . ? C1A Hf C6B C7B 167.7(4) . . . . ? C8B Hf C6B C7B -37.4(4) . . . . ? C9A Hf C6B C7B -101.9(5) . . . . ? C9B Hf C6B C7B -78.3(4) . . . . ? C10A Hf C6B C7B -57.1(6) . . . . ? C6A Hf C6B C7B -12.0(7) . . . . ? C10B Hf C6B C7B -114.6(5) . . . . ? C8A Hf C6B C7B -149.1(5) . . . . ? C7A Hf C6B C7B 56.8(12) . . . . ? C1B Hf C6B C10B -178.4(3) . . . . ? C1A Hf C6B C10B -77.7(3) . . . . ? C8B Hf C6B C10B 77.2(3) . . . . ? C9A Hf C6B C10B 12.7(5) . . . . ? C7B Hf C6B C10B 114.6(5) . . . . ? C9B Hf C6B C10B 36.4(3) . . . . ? C10A Hf C6B C10B 57.5(5) . . . . ? C6A Hf C6B C10B 102.6(5) . . . . ? C8A Hf C6B C10B -34.5(7) . . . . ? C7A Hf C6B C10B 171.4(10) . . . . ? C10B C6B C7B C8B -1.3(7) . . . . ? Hf C6B C7B C8B 65.5(4) . . . . ? C10B C6B C7B Hf -66.8(4) . . . . ? C1B Hf C7B C6B -110.2(5) . . . . ? C1A Hf C7B C6B -14.0(5) . . . . ? C8B Hf C7B C6B 115.5(6) . . . . ? C9A Hf C7B C6B 110.3(5) . . . . ? C9B Hf C7B C6B 78.1(4) . . . . ? C10A Hf C7B C6B 137.4(4) . . . . ? C6A Hf C7B C6B 172.5(4) . . . . ? C10B Hf C7B C6B 38.2(4) . . . . ? C8A Hf C7B C6B 135.7(7) . . . . ? C7A Hf C7B C6B -166.2(4) . . . . ? C1B Hf C7B C8B 134.3(4) . . . . ? C1A Hf C7B C8B -129.5(3) . . . . ? C6B Hf C7B C8B -115.5(6) . . . . ? C9A Hf C7B C8B -5.2(5) . . . . ? C9B Hf C7B C8B -37.4(3) . . . . ? C10A Hf C7B C8B 22.0(4) . . . . ? C6A Hf C7B C8B 57.0(4) . . . . ? C10B Hf C7B C8B -77.3(4) . . . . ? C8A Hf C7B C8B 20.2(9) . . . . ? C7A Hf C7B C8B 78.3(4) . . . . ? C6B C7B C8B C9B 1.0(7) . . . . ? Hf C7B C8B C9B 67.0(4) . . . . ? C6B C7B C8B Hf -66.0(4) . . . . ? C1B Hf C8B C9B -160.3(3) . . . . ? C1A Hf C8B C9B -42.1(5) . . . . ? C6B Hf C8B C9B -78.4(4) . . . . ? C9A Hf C8B C9B 61.7(4) . . . . ? C7B Hf C8B C9B -114.5(5) . . . . ? C10A Hf C8B C9B 86.5(4) . . . . ? C6A Hf C8B C9B 116.0(3) . . . . ? C10B Hf C8B C9B -36.7(3) . . . . ? C8A Hf C8B C9B 73.1(4) . . . . ? C7A Hf C8B C9B 114.2(3) . . . . ? C1B Hf C8B C7B -45.8(4) . . . . ? C1A Hf C8B C7B 72.3(4) . . . . ? C6B Hf C8B C7B 36.1(4) . . . . ? C9A Hf C8B C7B 176.2(4) . . . . ? C9B Hf C8B C7B 114.5(5) . . . . ? C10A Hf C8B C7B -159.0(4) . . . . ? C6A Hf C8B C7B -129.6(4) . . . . ? C10B Hf C8B C7B 77.7(4) . . . . ? C8A Hf C8B C7B -172.5(3) . . . . ? C7A Hf C8B C7B -131.4(4) . . . . ? C7B C8B C9B C10B -0.2(6) . . . . ? Hf C8B C9B C10B 66.7(4) . . . . ? C7B C8B C9B Hf -66.9(4) . . . . ? C1B Hf C9B C10B -88.2(4) . . . . ? C1A Hf C9B C10B 35.1(4) . . . . ? C8B Hf C9B C10B -114.8(5) . . . . ? C6B Hf C9B C10B -37.9(4) . . . . ? C9A Hf C9B C10B 125.8(4) . . . . ? C7B Hf C9B C10B -77.3(4) . . . . ? C10A Hf C9B C10B 158.3(4) . . . . ? C6A Hf C9B C10B 175.6(4) . . . . ? C8A Hf C9B C10B 118.2(4) . . . . ? C7A Hf C9B C10B 151.8(4) . . . . ? C1B Hf C9B C8B 26.5(4) . . . . ? C1A Hf C9B C8B 149.8(3) . . . . ? C6B Hf C9B C8B 76.9(4) . . . . ? C9A Hf C9B C8B -119.5(4) . . . . ? C7B Hf C9B C8B 37.5(3) . . . . ? C10A Hf C9B C8B -86.9(4) . . . . ? C6A Hf C9B C8B -69.7(4) . . . . ? C10B Hf C9B C8B 114.8(5) . . . . ? C8A Hf C9B C8B -127.1(4) . . . . ? C7A Hf C9B C8B -93.4(4) . . . . ? C8B C9B C10B C6B -0.6(6) . . . . ? Hf C9B C10B C6B 65.3(4) . . . . ? C8B C9B C10B Hf -65.9(4) . . . . ? C7B C6B C10B C9B 1.2(7) . . . . ? Hf C6B C10B C9B -65.9(4) . . . . ? C7B C6B C10B Hf 67.1(4) . . . . ? C1B Hf C10B C9B 117.0(4) . . . . ? C1A Hf C10B C9B -146.3(4) . . . . ? C8B Hf C10B C9B 37.6(3) . . . . ? C6B Hf C10B C9B 115.0(5) . . . . ? C9A Hf C10B C9B -55.9(4) . . . . ? C7B Hf C10B C9B 78.7(4) . . . . ? C10A Hf C10B C9B -22.5(4) . . . . ? C6A Hf C10B C9B -6.4(5) . . . . ? C8A Hf C10B C9B -80.8(4) . . . . ? C7A Hf C10B C9B -61.2(6) . . . . ? C1B Hf C10B C6B 2.0(4) . . . . ? C1A Hf C10B C6B 98.7(4) . . . . ? C8B Hf C10B C6B -77.4(4) . . . . ? C9A Hf C10B C6B -170.9(4) . . . . ? C7B Hf C10B C6B -36.3(4) . . . . ? C9B Hf C10B C6B -115.0(5) . . . . ? C10A Hf C10B C6B -137.5(4) . . . . ? C6A Hf C10B C6B -121.4(4) . . . . ? C8A Hf C10B C6B 164.2(4) . . . . ? C7A Hf C10B C6B -176.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.881 _refine_diff_density_min -1.348 _refine_diff_density_rms 0.101