# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1459 data_CRYSTALS_cif _audit_creation_date 98-04-29 _audit_creation_method CRYSTALS_ver_07-07-97 # lhd32 #**************************************************************************** # The contents of this file between this point and the next #***** line # are held in the file CRYSTALS\SCRIPT\REF.CIF # This is a character file which you may edit to reflect local # conditions # # 1. SUBMISSION DETAILS _publ_contact_letter ; Please consider this CIF submission for publication as part of a paper for "J. Chem. Soc., Dalton Trans." The remainder of the manuscript and figures have been sent by mail. ; _publ_contact_author_name 'Linda H. Doerrer' _publ_contact_author_address ; Inorganic Chemistry Laboratory South Parks Road OXFORD OX1 3QR ; _publ_contact_author_phone ' 01865 270 675 ' _publ_contact_author_fax ' 01865 272 690 ' _publ_contact_author_email ' linda.doerrer@chem.ox.ac.uk ' _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' _publ_requested_category ? #choose from: FI FM FO CI CM CO AD# _publ_requested_coeditor_name ' ' #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; # Title of paper 'Evidence for Cationic Group 4 Zirconocene Complexes with Intramolecular Phenyl Co-ordination' ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Doerrer, Linda H. ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Green, Malcolm L. H. ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Haeussinger, Daniel' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Sassmannshausen, Joerg ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; ? ; _publ_section_comment #Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_figure_synopsis #synopsis for materials not shown as diagram ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; ## -----------------REFERENCES ----------------------## _publ_section_references # Add your own references - in alphabetic order ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435,435 Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods in Enzymology, 276,(1997) pp. 307-326; Ed Carter, C.W. & Sweet, R.M., Academic Press. Walker, N., and Stuart, D. DIFABS. Acta Cryst, (1983) A39, 158-166 Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; #========================================================================== # Diffractometer details #========================================================================== _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ' Enraf-nonius DIP2000 ' _computing_data_collection 'DIP2000 software Xpress (MAC Science, 1989)' _computing_data_reduction ; DIP2000 software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; DIP2000 software 'DENZO' (Otwinowski & Minor, 1996) ; # end_choice #========================================================================== # General computing #========================================================================== _computing_structure_refinement ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_publication_material ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin, Prout & Pearce, 1996) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** _cell_length_a 7.009(3) _cell_angle_alpha 109.01(2) _cell_length_b 11.633(4) _cell_angle_beta 94.91(2) _cell_length_c 12.838(4) _cell_angle_gamma 106.07(2) _cell_volume 933.0 _symmetry_cell_setting 'Triclinic ' _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'Zr ' -2.9650 0.5600 17.8765 1.2762 10.9480 11.9160 5.4173 0.1176 3.6572 87.6627 2.0693 'International_Tables_Vol_IV_Table_2.2B' 'O ' 0.0080 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' 'C ' 0.0020 0.0020 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C22 H28 Zr1 ' _chemical_formula_moiety ' C22 H28 Zr1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 383.69 _cell_measurement_reflns_used 5648 _cell_measurement_theta_min 0 _cell_measurement_theta_max 27 _cell_measurement_temperature 110 _cell_formula_units_Z 2 _exptl_crystal_description ' irregular ' _exptl_crystal_colour ' clear ' _exptl_crystal_size_min 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.37 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 394.06 _exptl_absorpt_coefficient_mu 0.58 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details 'refined from delta-F (Walker & Stuart , 1983)' _exptl_absorpt_correction_T_min 0.68 _exptl_absorpt_correction_T_max 0.75 # Sheldrick geometric definitions 0.75 0.75 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 110 _diffrn_reflns_number 5648 _reflns_number_total 1144 _diffrn_reflns_av_R_equivalents 0.049 # Number of reflections with Friedels Law is 1144 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 3897 _diffrn_measured_fraction_theta_max 0.294 _reflns_number_observed 1021 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 26.57 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min -8 _reflns_limit_h_max 8 _reflns_limit_k_min -14 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _reflns_observed_criterion >3.00\s(I) _refine_diff_density_min -0.29 _refine_diff_density_max 0.31 _refine_ls_number_reflns 1021 _refine_ls_number_parameters 209 _refine_ls_R_factor_obs 0.0407 _refine_ls_wR_factor_obs 0.0501 _refine_ls_goodness_of_fit_obs 1.0860 _refine_ls_shift/su_max 0.000236 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979) 4.20 -0.319 3.19 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_method \wA # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type Zr1 0.87468(7) 0.15952(5) 0.30217(7) 0.0184 1.0000 Uani C1 0.6947(11) 0.1053(7) 0.4498(9) 0.0331 1.0000 Uani C2 0.5800(9) 0.1628(8) 0.401(1) 0.0352 1.0000 Uani C3 0.696(1) 0.2909(7) 0.4275(9) 0.0311 1.0000 Uani C4 0.880(1) 0.3156(7) 0.497(1) 0.0328 1.0000 Uani C5 0.8797(11) 0.2004(9) 0.5102(9) 0.0336 1.0000 Uani C6 0.6215(8) 0.1551(7) 0.1474(8) 0.0277 1.0000 Uani C7 0.5974(9) 0.0257(6) 0.1350(8) 0.0262 1.0000 Uani C8 0.7698(11) -0.0033(6) 0.1033(9) 0.0326 1.0000 Uani C9 0.9047(9) 0.1110(6) 0.0959(8) 0.0229 1.0000 Uani C10 0.8116(8) 0.2063(5) 0.1201(7) 0.0179 1.0000 Uani C11 0.8828(8) 0.3356(6) 0.1044(8) 0.0196 1.0000 Uani C12 1.1089(8) 0.3759(6) 0.1003(8) 0.0229 1.0000 Uani C13 0.8495(9) 0.4416(6) 0.2009(9) 0.0267 1.0000 Uani C14 0.7589(7) 0.3170(5) -0.0095(8) 0.0194 1.0000 Uani C15 0.5789(9) 0.3482(6) -0.0143(9) 0.0262 1.0000 Uani C16 0.4744(8) 0.3360(6) -0.1162(8) 0.0247 1.0000 Uani C17 0.5394(8) 0.2930(6) -0.2177(8) 0.0210 1.0000 Uani C18 0.7150(9) 0.2557(6) -0.2114(9) 0.0275 1.0000 Uani C19 0.8171(8) 0.2681(6) -0.1115(8) 0.0256 1.0000 Uani C20 0.4382(11) 0.2929(7) -0.325(1) 0.0320 1.0000 Uani C21 1.1899(8) 0.3092(6) 0.3460(8) 0.0268 1.0000 Uani C22 0.9981(9) 0.0000(6) 0.3125(9) 0.0305 1.0000 Uani H1 0.9897 0.4030 0.5218 0.0600 1.0000 Uiso H11 0.6546 0.0118 0.4401 0.0600 1.0000 Uiso H21 0.4367 0.1185 0.3547 0.0600 1.0000 Uiso H31 0.6568 0.3565 0.4031 0.0600 1.0000 Uiso H51 0.9930 0.1882 0.5580 0.0600 1.0000 Uiso H61 0.5240 0.2013 0.1708 0.0600 1.0000 Uiso H71 0.4716 -0.0359 0.1449 0.0600 1.0000 Uiso H81 0.7938 -0.0889 0.0874 0.0600 1.0000 Uiso H91 1.0461 0.1212 0.0781 0.0600 1.0000 Uiso H121 1.1524 0.4602 0.0894 0.0600 1.0000 Uiso H122 1.1892 0.3857 0.1734 0.0600 1.0000 Uiso H123 1.1385 0.3094 0.0376 0.0600 1.0000 Uiso H131 0.8959 0.5268 0.1930 0.0600 1.0000 Uiso H132 0.9315 0.4501 0.2752 0.0600 1.0000 Uiso H133 0.7039 0.4207 0.2087 0.0600 1.0000 Uiso H151 0.5239 0.3777 0.0583 0.0600 1.0000 Uiso H161 0.3450 0.3574 -0.1187 0.0600 1.0000 Uiso H181 0.7612 0.2159 -0.2845 0.0600 1.0000 Uiso H191 0.9418 0.2406 -0.1089 0.0600 1.0000 Uiso H201 0.5071 0.2587 -0.3861 0.0600 1.0000 Uiso H202 0.4475 0.3833 -0.3134 0.0600 1.0000 Uiso H203 0.2936 0.2384 -0.3412 0.0600 1.0000 Uiso H211 1.2327 0.3168 0.2743 0.0600 1.0000 Uiso H212 1.2894 0.2842 0.3838 0.0600 1.0000 Uiso H213 1.1868 0.3948 0.3936 0.0600 1.0000 Uiso H221 1.0971 0.0327 0.3846 0.0600 1.0000 Uiso H222 1.0702 -0.0241 0.2494 0.0600 1.0000 Uiso H223 0.8875 -0.0748 0.3088 0.0600 1.0000 Uiso 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 0.0178(3) 0.0220(3) 0.0141(8) 0.0049(4) 0.0029(3) 0.0066(2) C1 0.048(4) 0.042(4) 0.02(1) 0.015(5) 0.024(4) 0.019(3) C2 0.023(3) 0.051(4) 0.03(1) 0.013(5) 0.011(3) 0.010(3) C3 0.039(3) 0.045(4) 0.03(1) 0.020(5) 0.019(4) 0.029(3) C4 0.035(3) 0.039(3) 0.01(1) -0.010(5) 0.002(4) 0.003(3) C5 0.039(3) 0.063(5) 0.011(9) 0.015(6) 0.008(4) 0.031(3) C6 0.018(2) 0.037(3) 0.027(9) 0.018(5) -0.000(3) 0.002(2) C7 0.034(3) 0.026(3) 0.006(9) 0.003(5) -0.003(3) -0.006(2) C8 0.049(4) 0.016(3) 0.026(9) 0.008(4) 0.002(4) 0.002(2) C9 0.035(3) 0.030(3) 0.006(8) 0.007(4) 0.009(3) 0.013(3) C10 0.021(2) 0.016(2) 0.008(7) 0.000(4) -0.001(3) -0.0014(18 C11 0.022(2) 0.020(2) 0.014(8) 0.004(4) 0.003(3) 0.004(2) C12 0.021(2) 0.026(3) 0.020(8) 0.010(4) 0.004(3) 0.003(2) C13 0.031(3) 0.023(3) 0.022(9) 0.001(4) 0.003(3) 0.011(2) C14 0.019(2) 0.013(2) 0.023(8) 0.005(4) 0.002(3) 0.0017(19 C15 0.025(3) 0.024(3) 0.032(9) 0.011(4) 0.012(3) 0.009(2) C16 0.022(2) 0.028(3) 0.027(8) 0.014(4) 0.004(3) 0.007(2) C17 0.026(3) 0.018(2) 0.009(8) -0.002(4) 0.003(3) 0.001(2) C18 0.031(3) 0.027(3) 0.024(9) 0.009(5) 0.008(3) 0.007(2) C19 0.023(2) 0.025(3) 0.030(9) 0.008(4) 0.009(3) 0.011(2) C20 0.040(3) 0.037(3) 0.020(9) 0.012(5) 0.012(4) 0.010(3) C21 0.019(2) 0.032(3) 0.024(8) 0.005(4) 0.004(3) 0.006(2) C22 0.034(3) 0.025(3) 0.036(9) 0.009(5) 0.010(3) 0.017(2) _refine_ls_extinction_coef 33.719 _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zr1 . C1 . 2.516(8) yes Zr1 . C2 . 2.516(8) yes Zr1 . C3 . 2.511(8) yes Zr1 . C4 . 2.556(11) yes Zr1 . C5 . 2.551(11) yes Zr1 . C6 . 2.526(7) yes Zr1 . C7 . 2.498(8) yes Zr1 . C8 . 2.53(1) yes Zr1 . C9 . 2.561(9) yes Zr1 . C10 . 2.596(8) yes Zr1 . C21 . 2.291(6) yes Zr1 . C22 . 2.289(5) yes C1 . C2 . 1.406(11) yes C1 . C5 . 1.408(13) yes C1 . H11 . 1.007(7) no C2 . C3 . 1.394(11) yes C2 . H21 . 1.018(8) no C3 . C4 . 1.408(12) yes C3 . H31 . 1.006(6) no C4 . C5 . 1.404(11) yes C4 . H1 . 1.019(7) no C5 . H51 . 1.031(7) no C6 . C7 . 1.420(9) yes C6 . C10 . 1.424(8) yes C6 . H61 . 0.990(7) no C7 . C8 . 1.400(11) yes C7 . H71 . 1.018(6) no C8 . C9 . 1.439(8) yes C8 . H81 . 1.014(6) no C9 . C10 . 1.401(8) yes C9 . H91 . 1.020(6) no C10 . C11 . 1.534(7) yes C11 . C12 . 1.534(7) yes C11 . C13 . 1.525(12) yes C11 . C14 . 1.553(11) yes C12 . H121 . 1.003(5) no C12 . H122 . 1.007(8) no C12 . H123 . 1.001(8) no C13 . H131 . 0.996(6) no C13 . H132 . 1.032(9) no C13 . H133 . 1.003(6) no C14 . C15 . 1.407(7) yes C14 . C19 . 1.393(12) yes C15 . C16 . 1.388(13) yes C15 . H151 . 1.031(9) no C16 . C17 . 1.399(13) yes C16 . H161 . 1.006(5) no C17 . C18 . 1.418(8) yes C17 . C20 . 1.491(13) yes C18 . C19 . 1.357(13) yes C18 . H181 . 1.03(1) no C19 . H191 . 1.012(5) no C20 . H201 . 0.990(9) no C20 . H202 . 0.996(7) no C20 . H203 . 0.997(7) no C21 . H211 . 1.016(9) no C21 . H212 . 0.976(7) no C21 . H213 . 0.992(7) no C22 . H221 . 0.999(9) no C22 . H222 . 0.995(9) no C22 . H223 . 0.977(6) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 . Zr1 . C2 . 32.5(3) yes C1 . Zr1 . C3 . 53.6(2) yes C2 . Zr1 . C3 . 32.2(2) yes C1 . Zr1 . C4 . 53.3(3) yes C2 . Zr1 . C4 . 53.3(3) yes C3 . Zr1 . C4 . 32.3(3) yes C1 . Zr1 . C5 . 32.3(3) yes C2 . Zr1 . C5 . 53.3(3) yes C3 . Zr1 . C5 . 53.2(2) yes C4 . Zr1 . C5 . 31.9(3) yes C1 . Zr1 . C6 . 109.6(3) yes C2 . Zr1 . C6 . 80.7(3) yes C3 . Zr1 . C6 . 83.4(3) yes C4 . Zr1 . C6 . 114.1(3) yes C5 . Zr1 . C6 . 133.0(2) yes C1 . Zr1 . C7 . 98.4(3) yes C2 . Zr1 . C7 . 82.1(3) yes C3 . Zr1 . C7 . 100.9(3) yes C4 . Zr1 . C7 . 132.5(2) yes C5 . Zr1 . C7 . 130.4(3) yes C1 . Zr1 . C8 . 118.3(3) yes C2 . Zr1 . C8 . 112.3(3) yes C3 . Zr1 . C8 . 133.0(3) yes C4 . Zr1 . C8 . 164.8(2) yes C5 . Zr1 . C8 . 147.0(2) yes C1 . Zr1 . C9 . 150.4(3) yes C2 . Zr1 . C9 . 132.5(3) yes C3 . Zr1 . C9 . 132.8(2) yes C4 . Zr1 . C9 . 151.3(2) yes C5 . Zr1 . C9 . 173.62(18) yes C1 . Zr1 . C10 . 141.3(2) yes C2 . Zr1 . C10 . 110.3(2) yes C3 . Zr1 . C10 . 101.6(2) yes C4 . Zr1 . C10 . 123.0(3) yes C5 . Zr1 . C10 . 153.9(2) yes C1 . Zr1 . C21 . 122.3(3) yes C2 . Zr1 . C21 . 129.6(3) yes C3 . Zr1 . C21 . 99.7(3) yes C4 . Zr1 . C21 . 77.1(3) yes C5 . Zr1 . C21 . 90.1(3) yes C1 . Zr1 . C22 . 81.2(3) yes C2 . Zr1 . C22 . 111.1(3) yes C3 . Zr1 . C22 . 133.0(3) yes C4 . Zr1 . C22 . 111.8(3) yes C5 . Zr1 . C22 . 82.1(3) yes C6 . Zr1 . C7 . 32.8(2) yes C6 . Zr1 . C8 . 54.0(2) yes C7 . Zr1 . C8 . 32.3(2) yes C6 . Zr1 . C9 . 53.3(2) yes C7 . Zr1 . C9 . 53.6(2) yes C8 . Zr1 . C9 . 32.8(2) yes C6 . Zr1 . C10 . 32.25(19) yes C7 . Zr1 . C10 . 53.51(18) yes C8 . Zr1 . C10 . 53.5(2) yes C9 . Zr1 . C10 . 31.51(19) yes C6 . Zr1 . C21 . 117.2(3) yes C7 . Zr1 . C21 . 139.0(3) yes C8 . Zr1 . C21 . 115.9(3) yes C9 . Zr1 . C21 . 86.8(3) yes C10 . Zr1 . C21 . 87.9(3) yes C6 . Zr1 . C22 . 128.9(3) yes C7 . Zr1 . C22 . 97.6(3) yes C8 . Zr1 . C22 . 76.5(3) yes C9 . Zr1 . C22 . 92.5(3) yes C10 . Zr1 . C22 . 123.9(3) yes C21 . Zr1 . C22 . 93.6(2) yes Zr1 . C1 . C2 . 73.7(5) yes Zr1 . C1 . C5 . 75.2(5) yes C2 . C1 . C5 . 107.7(6) yes Zr1 . C1 . H11 . 114.6(7) no C2 . C1 . H11 . 126.1(9) no C5 . C1 . H11 . 126.1(8) no Zr1 . C2 . C1 . 73.8(4) yes Zr1 . C2 . C3 . 73.7(4) yes C1 . C2 . C3 . 108.1(7) yes Zr1 . C2 . H21 . 119.1(8) no C1 . C2 . H21 . 125.6(7) no C3 . C2 . H21 . 126.3(7) no Zr1 . C3 . C2 . 74.1(5) yes Zr1 . C3 . C4 . 75.6(5) yes C2 . C3 . C4 . 108.5(6) yes Zr1 . C3 . H31 . 116.9(7) no C2 . C3 . H31 . 127.1(8) no C4 . C3 . H31 . 124.4(8) no Zr1 . C4 . C3 . 72.1(6) yes Zr1 . C4 . C5 . 73.8(6) yes C3 . C4 . C5 . 107.5(7) yes Zr1 . C4 . H1 . 115.0(7) no C3 . C4 . H1 . 120.4(8) no C5 . C4 . H1 . 131.9(8) no Zr1 . C5 . C1 . 72.5(6) yes Zr1 . C5 . C4 . 74.3(6) yes C1 . C5 . C4 . 108.2(7) yes Zr1 . C5 . H51 . 120.7(6) no C1 . C5 . H51 . 125.8(7) no C4 . C5 . H51 . 125.9(8) no Zr1 . C6 . C7 . 72.5(4) yes Zr1 . C6 . C10 . 76.6(4) yes C7 . C6 . C10 . 107.6(6) yes Zr1 . C6 . H61 . 116.7(7) no C7 . C6 . H61 . 126.2(6) no C10 . C6 . H61 . 126.2(6) no Zr1 . C7 . C6 . 74.6(4) yes Zr1 . C7 . C8 . 75.1(5) yes C6 . C7 . C8 . 109.0(5) yes Zr1 . C7 . H71 . 118.5(6) no C6 . C7 . H71 . 124.6(7) no C8 . C7 . H71 . 126.3(6) no Zr1 . C8 . C7 . 72.6(5) yes Zr1 . C8 . C9 . 74.8(6) yes C7 . C8 . C9 . 106.9(5) yes Zr1 . C8 . H81 . 118.8(7) no C7 . C8 . H81 . 126.5(6) no C9 . C8 . H81 . 126.7(7) no Zr1 . C9 . C8 . 72.4(6) yes Zr1 . C9 . C10 . 75.6(5) yes C8 . C9 . C10 . 108.7(5) yes Zr1 . C9 . H91 . 117.0(6) no C8 . C9 . H91 . 125.4(6) no C10 . C9 . H91 . 125.9(5) no Zr1 . C10 . C6 . 71.2(4) yes Zr1 . C10 . C9 . 72.9(5) yes C6 . C10 . C9 . 107.7(5) yes Zr1 . C10 . C11 . 128.0(6) yes C6 . C10 . C11 . 124.7(5) yes C9 . C10 . C11 . 127.0(6) yes C10 . C11 . C12 . 111.7(4) yes C10 . C11 . C13 . 110.9(7) yes C12 . C11 . C13 . 107.5(6) yes C10 . C11 . C14 . 106.5(6) yes C12 . C11 . C14 . 109.1(6) yes C13 . C11 . C14 . 111.2(5) yes C11 . C12 . H121 . 110.5(5) no C11 . C12 . H122 . 109.1(7) no H121 . C12 . H122 . 108.6(7) no C11 . C12 . H123 . 110.6(6) no H121 . C12 . H123 . 109.1(7) no H122 . C12 . H123 . 108.8(5) no C11 . C13 . H131 . 112.4(8) no C11 . C13 . H132 . 109.0(5) no H131 . C13 . H132 . 107.3(7) no C11 . C13 . H133 . 111.6(7) no H131 . C13 . H133 . 109.6(5) no H132 . C13 . H133 . 106.7(9) no C11 . C14 . C15 . 121.0(8) yes C11 . C14 . C19 . 122.5(5) yes C15 . C14 . C19 . 116.5(7) yes C14 . C15 . C16 . 120.2(8) yes C14 . C15 . H151 . 119.2(8) no C16 . C15 . H151 . 120.6(5) no C15 . C16 . C17 . 122.9(5) yes C15 . C16 . H161 . 119.5(8) no C17 . C16 . H161 . 117.6(8) no C16 . C17 . C18 . 115.7(8) yes C16 . C17 . C20 . 122.5(6) yes C18 . C17 . C20 . 121.8(8) yes C17 . C18 . C19 . 121.2(9) yes C17 . C18 . H181 . 118.6(9) no C19 . C18 . H181 . 120.2(6) no C14 . C19 . C18 . 123.3(6) yes C14 . C19 . H191 . 116.7(8) no C18 . C19 . H191 . 119.9(9) no C17 . C20 . H201 . 109.5(6) no C17 . C20 . H202 . 107.5(9) no H201 . C20 . H202 . 110.6(8) no C17 . C20 . H203 . 108.4(7) no H201 . C20 . H203 . 110.6(10) no H202 . C20 . H203 . 110.1(6) no Zr1 . C21 . H211 . 109.2(6) no Zr1 . C21 . H212 . 111.0(4) no H211 . C21 . H212 . 108.5(6) no Zr1 . C21 . H213 . 110.3(4) no H211 . C21 . H213 . 107.3(6) no H212 . C21 . H213 . 110.5(9) no Zr1 . C22 . H221 . 109.1(5) no Zr1 . C22 . H222 . 109.3(5) no H221 . C22 . H222 . 108.3(5) no Zr1 . C22 . H223 . 110.1(4) no H221 . C22 . H223 . 109.8(8) no H222 . C22 . H223 . 110.1(8) no # #end data_CRYSTALS2 _audit_creation_date 98-07-04 _audit_creation_method CRYSTALS_ver_07-07-97 # lhd46 #**************************************************************************** # The contents of this file between this point and the next #***** line # are held in the file CRYSTALS\SCRIPT\REF.CIF # This is a character file which you may edit to reflect local # conditions # # 1. SUBMISSION DETAILS _publ_contact_letter ; Please consider this CIF submission for publication as part of a paper for "J. Chem. Soc., Dalton Trans." The remainder of the manuscript and figures have been sent by mail. ; _publ_contact_author_name 'Linda H. Doerrer' _publ_contact_author_address ; Inorganic Chemistry Laboratory South Parks Road Oxford OX1 3QR UK ; _publ_contact_author_phone ' 01865 270 675 ' _publ_contact_author_fax ' 01865 272 690 ' _publ_contact_author_email ' linda.doerrer@chem.ox.ac.uk ' _publ_requested_journal 'J. Chem. Soc., Dalton Trans.' _publ_requested_category ? #choose from: FI FM FO CI CM CO AD# _publ_requested_coeditor_name ' ' #============================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================= # 3. TITLE AND AUTHOR LIST # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Doerrer, Linda H. ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Green, Malcolm L. H. ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Haeussinger, Daniel' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; 'Sassmannshausen, Joerg ' #<--'Last name, first name' ; 'Inorganic Chemsitry Laboratory South Parks Road Oxford, OX1 3QR UK' ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; ? ; _publ_section_comment #Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_figure_synopsis #synopsis for materials not shown as diagram ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; ## -----------------REFERENCES ----------------------## _publ_section_references # Add your own references - in alphabetic order ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435,435 Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods in Enzymology, 276,(1997) pp. 307-326; Ed Carter, C.W. & Sweet, R.M., Academic Press. Walker, N., and Stuart, D. DIFABS. Acta Cryst, (1983) A39, 158-166 Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; #========================================================================== # Diffractometer details #========================================================================== _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ' Enraf-nonius DIP2000 ' _computing_data_collection 'DIP2000 software Xpress (MAC Science, 1989)' _computing_data_reduction ; DIP2000 software 'DENZO' (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; DIP2000 software 'DENZO' (Otwinowski & Minor, 1996) ; # end_choice #========================================================================== # General computing #========================================================================== _computing_structure_refinement ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_publication_material ; CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin, Prout & Pearce, 1996) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1992)' #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point 'not measured' # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** _cell_length_a 18.8890(8) _cell_angle_alpha 90. _cell_length_b 6.8630(3) _cell_angle_beta 101.401(3) _cell_length_c 19.0360(5) _cell_angle_gamma 90. _cell_volume 2419.0 _symmetry_cell_setting 'Monoclinic ' _symmetry_space_group_name_H-M 'C 1 2/c 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' 'x+1/2,y+1/2,z' '-x+1/2,-y+1/2,-z' '-x,y,-z+1/2' 'x,-y,z+1/2' '-x+1/2,y+1/2,-z+1/2' 'x+1/2,-y+1/2,z+1/2' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'Zr ' -2.9650 0.5600 17.8765 1.2762 10.9480 11.9160 5.4173 0.1176 3.6572 87.6627 2.0693 'International_Tables_Vol_IV_Table_2.2B' 'C ' 0.0020 0.0020 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C15 H18 Zr0.50 ' _chemical_formula_moiety ' C15 H18 Zr0.50 ' _chemical_compound_source ; ? ; _chemical_formula_weight 243.92 _cell_measurement_reflns_used 6627 _cell_measurement_theta_min 0 _cell_measurement_theta_max 27 _cell_measurement_temperature 125 _cell_formula_units_Z 8 _exptl_crystal_description ' octahedron ' _exptl_crystal_colour ' clear ' _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.34 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1012.15 _exptl_absorpt_coefficient_mu 0.46 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details 'refined from delta-F (Walker & Stuart , 1983)' _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 0.91 # Sheldrick geometric definitions 0.91 0.91 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 125 _diffrn_reflns_number 6627 _reflns_number_total 2502 _diffrn_reflns_av_R_equivalents 0.029 # Number of reflections with Friedels Law is 2718 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2526 _diffrn_measured_fraction_theta_max 1.000 _reflns_number_observed 2463 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 26.57 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min -23 _reflns_limit_h_max 23 _reflns_limit_k_min 0 _reflns_limit_k_max 8 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _reflns_observed_criterion >3.00\s(I) _refine_diff_density_min -0.81 _refine_diff_density_max 0.47 _refine_ls_number_reflns 2463 _refine_ls_number_parameters 141 _refine_ls_R_factor_obs 0.0403 _refine_ls_wR_factor_obs 0.0395 _refine_ls_goodness_of_fit_obs 0.9832 _refine_ls_shift/su_max 0.000283 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979) 1.41 0.424 1.07 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_method \wA # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type Zr1 0.5000 -0.05783(3) 0.7500 0.0141 1.0000 Uani C1 0.5166(1) 0.2271(3) 0.6716(1) 0.0185 1.0000 Uani C2 0.4437(1) 0.1642(3) 0.6525(1) 0.0211 1.0000 Uani C3 0.44324(11) -0.0191(3) 0.6192(1) 0.0227 1.0000 Uani C4 0.51565(11) -0.0702(3) 0.6181(1) 0.0217 1.0000 Uani C5 0.5613(1) 0.0840(3) 0.6495(1) 0.0183 1.0000 Uani C6 0.6414(1) 0.1093(3) 0.6488(1) 0.0185 1.0000 Uani C7 0.67458(12) -0.0809(3) 0.62786(12) 0.0269 1.0000 Uani C8 0.68241(11) 0.1749(3) 0.72360(11) 0.0246 1.0000 Uani C11 0.6497(1) 0.2648(3) 0.5925(1) 0.0195 1.0000 Uani C12 0.59223(11) 0.3252(3) 0.5394(1) 0.0239 1.0000 Uani C13 0.60212(12) 0.4598(3) 0.48735(11) 0.0279 1.0000 Uani C14 0.66998(13) 0.5337(3) 0.48680(12) 0.0283 1.0000 Uani C15 0.72793(13) 0.4747(4) 0.53837(14) 0.0341 1.0000 Uani C16 0.71789(12) 0.3414(4) 0.59047(13) 0.0306 1.0000 Uani C21 0.4110(1) -0.2886(3) 0.73358(11) 0.0227 1.0000 Uani H1 0.4198 -0.3825 0.7740 0.0600 1.0000 Uiso H2 0.3635 -0.2256 0.7312 0.0600 1.0000 Uiso H3 0.4108 -0.3601 0.6882 0.0600 1.0000 Uiso H11 0.5337 0.3529 0.6973 0.0111 1.0000 Uiso H21 0.4001 0.2390 0.6592 0.0121 1.0000 Uiso H31 0.3983 -0.0976 0.5988 0.0128 1.0000 Uiso H41 0.5318 -0.1983 0.5988 0.0117 1.0000 Uiso H71 0.7274 -0.0591 0.6274 0.0169 1.0000 Uiso H72 0.6703 -0.1841 0.6636 0.0169 1.0000 Uiso H73 0.6495 -0.1231 0.5791 0.0169 1.0000 Uiso H81 0.7355 0.1905 0.7229 0.0147 1.0000 Uiso H82 0.6770 0.0746 0.7601 0.0147 1.0000 Uiso H83 0.6629 0.3021 0.7362 0.0147 1.0000 Uiso H121 0.5426 0.2723 0.5385 0.0143 1.0000 Uiso H131 0.5596 0.5034 0.4498 0.0190 1.0000 Uiso H141 0.6771 0.6313 0.4491 0.0260 1.0000 Uiso H151 0.7770 0.5292 0.5383 0.0228 1.0000 Uiso H161 0.7610 0.2963 0.6257 0.0216 1.0000 Uiso 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 0.01322(14) 0.01284(14) 0.01603(14) 0.0000 0.00210(9) 0.0000 C1 0.0205(9) 0.0191(9) 0.0163(8) 0.0024(7) 0.0047(7) 0.0011(7) C2 0.0189(9) 0.027(1) 0.0174(9) 0.0040(8) 0.0042(7) 0.0035(8) C3 0.0201(9) 0.029(1) 0.0181(9) 0.0006(8) 0.0010(7) -0.0027(8) C4 0.0219(9) 0.024(1) 0.0187(9) -0.0043(7) 0.0025(7) -0.0019(8) C5 0.0197(9) 0.0193(9) 0.0157(8) -0.0002(7) 0.0035(7) -0.0001(7) C6 0.0163(9) 0.0206(9) 0.0189(9) 0.0001(7) 0.0043(7) -0.0007(7) C7 0.027(1) 0.025(1) 0.0319(11) 0.0020(8) 0.0134(9) 0.0051(8) C8 0.0190(9) 0.0339(11) 0.0204(9) 0.0012(8) 0.0025(7) -0.0027(8) C11 0.0204(9) 0.0199(9) 0.0195(9) -0.0025(7) 0.0069(7) -0.0010(7) C12 0.0221(9) 0.0311(11) 0.0188(9) -0.0004(8) 0.0049(7) -0.0034(8) C13 0.0283(11) 0.0327(11) 0.023(1) 0.0044(9) 0.0044(8) 0.0023(9) C14 0.0318(11) 0.0270(11) 0.029(1) 0.0035(9) 0.0119(9) -0.0012(9) C15 0.0273(11) 0.0335(12) 0.0429(13) 0.010(1) 0.011(1) -0.0063(9) C16 0.021(1) 0.0350(12) 0.0348(11) 0.009(1) 0.0042(9) -0.0012(9) C21 0.0198(9) 0.0166(9) 0.031(1) -0.0016(7) 0.0041(8) -0.0041(7) _refine_ls_extinction_method 'None' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zr1 . C1 . 2.5167(19) yes Zr1 . C1 5_656 2.5167(19) yes Zr1 . C2 . 2.4727(19) yes Zr1 . C2 5_656 2.4727(19) yes Zr1 . C3 . 2.5230(19) yes Zr1 . C3 5_656 2.5230(19) yes Zr1 . C4 . 2.5862(19) yes Zr1 . C4 5_656 2.5862(19) yes Zr1 . C5 . 2.6127(18) yes Zr1 . C5 5_656 2.6127(18) yes Zr1 . C21 . 2.2854(19) yes Zr1 . C21 5_656 2.2854(19) yes C1 . C2 . 1.420(3) yes C1 . C5 . 1.413(3) yes C1 . H11 . 1.0138(19) no C2 . C3 . 1.408(3) yes C2 . H21 . 0.9990(19) no C3 . C4 . 1.416(3) yes C3 . H31 . 1.015(2) no C4 . C5 . 1.420(3) yes C4 . H41 . 1.022(2) no C5 . C6 . 1.526(3) yes C6 . C7 . 1.534(3) yes C6 . C8 . 1.547(3) yes C6 . C11 . 1.542(3) yes C7 . H71 . 1.010(2) no C7 . H72 . 0.997(2) no C7 . H73 . 0.998(2) no C8 . H81 . 1.011(2) no C8 . H82 . 0.998(2) no C8 . H83 . 0.995(2) no C11 . C12 . 1.392(3) yes C11 . C16 . 1.398(3) yes C12 . C13 . 1.395(3) yes C12 . H121 . 1.003(2) no C13 . C14 . 1.381(3) yes C13 . H131 . 1.009(2) no C14 . C15 . 1.379(3) yes C14 . H141 . 1.010(2) no C15 . C16 . 1.390(3) yes C15 . H151 . 1.000(2) no C16 . H161 . 0.996(2) no C21 . H1 . 0.993(2) no C21 . H2 . 0.989(2) no C21 . H3 . 0.993(2) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 . Zr1 . C1 5_656 78.05(9) yes C1 . Zr1 . C2 . 33.05(6) yes C1 5_656 Zr1 . C2 . 83.16(6) yes C1 . Zr1 . C2 5_656 83.16(6) yes C1 5_656 Zr1 . C2 5_656 33.05(6) yes C2 . Zr1 . C2 5_656 103.9(1) yes C1 . Zr1 . C3 . 53.92(6) yes C1 5_656 Zr1 . C3 . 115.16(7) yes C2 . Zr1 . C3 . 32.72(7) yes C2 5_656 Zr1 . C3 . 135.35(7) yes C1 . Zr1 . C3 5_656 115.16(7) yes C1 5_656 Zr1 . C3 5_656 53.92(6) yes C2 . Zr1 . C3 5_656 135.35(7) yes C2 5_656 Zr1 . C3 5_656 32.72(7) yes C3 . Zr1 . C3 5_656 167.9(1) yes C1 . Zr1 . C4 . 53.01(6) yes C1 5_656 Zr1 . C4 . 130.75(6) yes C2 . Zr1 . C4 . 53.63(6) yes C2 5_656 Zr1 . C4 . 129.32(6) yes C3 . Zr1 . C4 . 32.15(6) yes C1 . Zr1 . C4 5_656 130.75(6) yes C1 5_656 Zr1 . C4 5_656 53.01(6) yes C2 . Zr1 . C4 5_656 129.32(6) yes C2 5_656 Zr1 . C4 5_656 53.63(6) yes C3 . Zr1 . C4 5_656 148.60(6) yes C1 . Zr1 . C5 . 31.90(6) yes C1 5_656 Zr1 . C5 . 105.67(6) yes C2 . Zr1 . C5 . 53.73(6) yes C2 5_656 Zr1 . C5 . 97.61(6) yes C3 . Zr1 . C5 . 53.23(6) yes C1 . Zr1 . C5 5_656 105.67(6) yes C1 5_656 Zr1 . C5 5_656 31.90(6) yes C2 . Zr1 . C5 5_656 97.61(6) yes C2 5_656 Zr1 . C5 5_656 53.73(6) yes C3 . Zr1 . C5 5_656 121.34(6) yes C1 . Zr1 . C21 . 129.16(7) yes C1 5_656 Zr1 . C21 . 116.43(7) yes C2 . Zr1 . C21 . 97.38(7) yes C2 5_656 Zr1 . C21 . 136.49(7) yes C3 . Zr1 . C21 . 77.32(7) yes C1 . Zr1 . C21 5_656 116.43(7) yes C1 5_656 Zr1 . C21 5_656 129.16(7) yes C2 . Zr1 . C21 5_656 136.49(7) yes C2 5_656 Zr1 . C21 5_656 97.38(7) yes C3 . Zr1 . C21 5_656 111.44(7) yes C3 5_656 Zr1 . C4 . 148.60(6) yes C3 5_656 Zr1 . C4 5_656 32.15(6) yes C4 . Zr1 . C4 5_656 176.22(9) yes C3 5_656 Zr1 . C5 . 121.34(6) yes C4 . Zr1 . C5 . 31.70(6) yes C4 5_656 Zr1 . C5 . 151.08(6) yes C3 5_656 Zr1 . C5 5_656 53.23(6) yes C4 . Zr1 . C5 5_656 151.08(6) yes C4 5_656 Zr1 . C5 5_656 31.70(6) yes C5 . Zr1 . C5 5_656 136.25(8) yes C3 5_656 Zr1 . C21 . 111.44(7) yes C4 . Zr1 . C21 . 93.82(7) yes C4 5_656 Zr1 . C21 . 83.56(7) yes C5 . Zr1 . C21 . 125.35(7) yes C5 5_656 Zr1 . C21 . 86.43(7) yes C3 5_656 Zr1 . C21 5_656 77.32(7) yes C4 . Zr1 . C21 5_656 83.56(7) yes C4 5_656 Zr1 . C21 5_656 93.82(7) yes C5 . Zr1 . C21 5_656 86.43(7) yes C5 5_656 Zr1 . C21 5_656 125.35(7) yes C21 . Zr1 . C21 5_656 92.3(1) yes Zr1 . C1 . C2 . 71.77(11) yes Zr1 . C1 . C5 . 77.79(11) yes C2 . C1 . C5 . 108.67(17) yes Zr1 . C1 . H11 . 116.08(12) no C2 . C1 . H11 . 125.63(18) no C5 . C1 . H11 . 125.69(18) no Zr1 . C2 . C1 . 75.18(11) yes Zr1 . C2 . C3 . 75.60(12) yes C1 . C2 . C3 . 107.77(17) yes Zr1 . C2 . H21 . 117.67(13) no C1 . C2 . H21 . 126.4(2) no C3 . C2 . H21 . 125.81(19) no Zr1 . C3 . C2 . 71.67(11) yes Zr1 . C3 . C4 . 76.38(11) yes C2 . C3 . C4 . 107.96(17) yes Zr1 . C3 . H31 . 118.74(14) no C2 . C3 . H31 . 125.2(2) no C4 . C3 . H31 . 126.8(2) no Zr1 . C4 . C3 . 71.47(11) yes Zr1 . C4 . C5 . 75.18(11) yes C3 . C4 . C5 . 108.51(17) yes Zr1 . C4 . H41 . 118.47(14) no C3 . C4 . H41 . 125.15(19) no C5 . C4 . H41 . 126.33(19) no Zr1 . C5 . C1 . 70.3(1) yes Zr1 . C5 . C4 . 73.12(11) yes C1 . C5 . C4 . 107.06(17) yes Zr1 . C5 . C6 . 129.27(12) yes C1 . C5 . C6 . 125.19(17) yes C4 . C5 . C6 . 127.03(17) yes C5 . C6 . C7 . 111.20(16) yes C5 . C6 . C8 . 109.95(15) yes C7 . C6 . C8 . 109.32(17) yes C5 . C6 . C11 . 108.80(15) yes C7 . C6 . C11 . 107.80(16) yes C8 . C6 . C11 . 109.73(16) yes C6 . C7 . H71 . 109.30(19) no C6 . C7 . H72 . 109.60(18) no H71 . C7 . H72 . 108.9(2) no C6 . C7 . H73 . 110.23(19) no H71 . C7 . H73 . 108.84(19) no H72 . C7 . H73 . 109.9(2) no C6 . C8 . H81 . 109.57(17) no C6 . C8 . H82 . 109.83(18) no H81 . C8 . H82 . 108.77(19) no C6 . C8 . H83 . 109.55(17) no H81 . C8 . H83 . 109.0(2) no H82 . C8 . H83 . 110.09(19) no C6 . C11 . C12 . 122.56(17) yes C6 . C11 . C16 . 119.98(18) yes C12 . C11 . C16 . 117.34(18) yes C11 . C12 . C13 . 121.20(19) yes C11 . C12 . H121 . 119.9(2) no C13 . C12 . H121 . 118.9(2) no C12 . C13 . C14 . 120.3(2) yes C12 . C13 . H131 . 120.0(2) no C14 . C13 . H131 . 119.7(2) no C13 . C14 . C15 . 119.6(2) yes C13 . C14 . H141 . 120.3(2) no C15 . C14 . H141 . 120.1(2) no C14 . C15 . C16 . 120.0(2) yes C14 . C15 . H151 . 119.7(2) no C16 . C15 . H151 . 120.3(2) no C11 . C16 . C15 . 121.6(2) yes C11 . C16 . H161 . 120.0(2) no C15 . C16 . H161 . 118.4(2) no Zr1 . C21 . H1 . 109.73(14) no Zr1 . C21 . H2 . 109.86(14) no H1 . C21 . H2 . 109.30(19) no Zr1 . C21 . H3 . 109.70(14) no H1 . C21 . H3 . 108.98(19) no H2 . C21 . H3 . 109.25(19) no