# 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_12slbrwl1x _database_code_depnum_ccdc_archive 'CCDC 890601' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97+ hand edit' _audit_creation_date 2012-01-18 _audit_author_name 'Benjamin S.L.' _chemical_name_systematic ; bis(\m~2~-Fluoro)-hexafluoro-tetrakis(dimethylsulfoxide)-di-zirconium(IV) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H24 F8 O4 S4 Zr2' _chemical_formula_sum 'C8 H24 F8 O4 S4 Zr2' _chemical_formula_structural '((C2 H6 O S)4 (F4 Zr)2)' _chemical_formula_weight 646.95 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' F F 0.0171 0.0103 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P 42/n' _space_group_IT_number 86 _space_group_name_Hall '-P 4bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 16.473(5) _cell_length_b 16.473(5) _cell_length_c 7.699(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2089.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4720 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 1.478 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 1.000 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_min 0.892 # scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5120 _diffrn_reflns_av_R_equivalents 0.0161 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2388 _reflns_number_gt 2182 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0216P)^2^+2.9726P] 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 2388 _refine_ls_number_parameters 122 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0224 _refine_ls_wR_factor_ref 0.0538 _refine_ls_wR_factor_gt 0.0526 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.002819(11) 0.109924(10) 0.51038(2) 0.00720(6) Uani 1 1 d . . . S1 S 0.08233(3) 0.22821(3) 0.18564(7) 0.01120(10) Uani 1 1 d . . . S2 S -0.03927(3) 0.30060(3) 0.62795(6) 0.01040(10) Uani 1 1 d . . . O1 O 0.06147(9) 0.14454(8) 0.26277(19) 0.0137(3) Uani 1 1 d . . . O2 O 0.00517(9) 0.24313(8) 0.49943(18) 0.0113(3) Uani 1 1 d . . . F1 F -0.10263(7) 0.11429(7) 0.38827(17) 0.0157(3) Uani 1 1 d . . . F2 F 0.11093(7) 0.10517(7) 0.62148(17) 0.0159(3) Uani 1 1 d . . . F3 F -0.03346(7) -0.00211(7) 0.63215(15) 0.0117(2) Uani 1 1 d . . . F4 F -0.04883(8) 0.14299(7) 0.73274(16) 0.0164(3) Uani 1 1 d . . . C1 C 0.13483(14) 0.20469(13) -0.0109(3) 0.0177(4) Uani 1 1 d . . . H1A H 0.1838 0.1733 0.0161 0.027 Uiso 1 1 calc R . . H1B H 0.1502 0.2551 -0.0698 0.027 Uiso 1 1 calc R . . H1C H 0.0994 0.1727 -0.0868 0.027 Uiso 1 1 calc R . . C2 C -0.00960(13) 0.26395(13) 0.0911(3) 0.0154(4) Uani 1 1 d . . . H2A H -0.0320 0.2220 0.0146 0.023 Uiso 1 1 calc R . . H2B H 0.0014 0.3132 0.0236 0.023 Uiso 1 1 calc R . . H2C H -0.0488 0.2763 0.1832 0.023 Uiso 1 1 calc R . . C3 C -0.14384(12) 0.29149(13) 0.5686(3) 0.0197(5) Uani 1 1 d . . . H3A H -0.1508 0.3079 0.4472 0.030 Uiso 1 1 calc R . . H3B H -0.1768 0.3266 0.6435 0.030 Uiso 1 1 calc R . . H3C H -0.1612 0.2350 0.5827 0.030 Uiso 1 1 calc R . . C4 C -0.01954(13) 0.39831(12) 0.5384(3) 0.0130(4) Uani 1 1 d . . . H4A H 0.0377 0.4122 0.5559 0.020 Uiso 1 1 calc R . . H4B H -0.0538 0.4387 0.5962 0.020 Uiso 1 1 calc R . . H4C H -0.0317 0.3977 0.4137 0.020 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 0.00840(10) 0.00620(9) 0.00699(10) 0.00007(6) 0.00045(7) 0.00026(6) S1 0.0141(2) 0.0093(2) 0.0103(2) 0.00077(17) 0.00086(18) -0.00133(17) S2 0.0126(2) 0.0081(2) 0.0105(2) -0.00091(18) 0.00126(18) 0.00015(16) O1 0.0194(7) 0.0093(7) 0.0124(7) 0.0019(6) 0.0059(6) 0.0001(5) O2 0.0152(7) 0.0078(6) 0.0108(7) -0.0008(5) 0.0040(6) 0.0009(5) F1 0.0134(6) 0.0149(6) 0.0188(6) -0.0011(5) -0.0046(5) 0.0006(5) F2 0.0129(6) 0.0179(6) 0.0167(6) -0.0009(5) -0.0026(5) 0.0002(5) F3 0.0164(6) 0.0083(5) 0.0105(6) 0.0005(4) 0.0034(5) 0.0000(4) F4 0.0256(7) 0.0108(6) 0.0127(6) -0.0001(5) 0.0081(5) -0.0002(5) C1 0.0244(11) 0.0147(10) 0.0140(10) 0.0041(8) 0.0064(9) 0.0022(8) C2 0.0165(10) 0.0148(10) 0.0150(11) 0.0038(8) 0.0002(8) 0.0005(8) C3 0.0106(9) 0.0179(10) 0.0306(13) -0.0063(9) -0.0005(9) -0.0003(8) C4 0.0183(10) 0.0072(8) 0.0135(10) 0.0006(7) 0.0007(8) 0.0010(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag # Zr1 Zr1 3.6263(12) 5_556 ? Zr1 F1 1.9765(13) . ? Zr1 F2 1.9773(13) . ? Zr1 F4 1.9878(13) . ? Zr1 F3 2.1478(12) 5_556 ? Zr1 F3 2.1545(12) . ? Zr1 O2 2.1963(15) . ? Zr1 O1 2.2119(15) . ? S1 O1 1.5397(15) . ? S1 C2 1.780(2) . ? S1 C1 1.785(2) . ? S2 O2 1.5527(15) . ? S2 C4 1.781(2) . ? S2 C3 1.788(2) . ? F3 Zr1 2.1478(12) 5_556 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 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 F1 Zr1 F2 177.23(5) . . ? F1 Zr1 F4 91.35(6) . . ? F2 Zr1 F4 91.36(6) . . ? F1 Zr1 F3 89.64(5) . 5_556 ? F2 Zr1 F3 88.66(5) . 5_556 ? F4 Zr1 F3 140.10(5) . 5_556 ? F1 Zr1 F3 89.68(5) . . ? F2 Zr1 F3 91.59(5) . . ? F4 Zr1 F3 75.01(5) . . ? F3 Zr1 F3 65.11(5) 5_556 . ? F1 Zr1 O2 87.76(5) . . ? F2 Zr1 O2 92.31(5) . . ? F4 Zr1 O2 76.51(5) . . ? F3 Zr1 O2 143.36(5) 5_556 . ? F3 Zr1 O2 151.33(5) . . ? F1 Zr1 O1 87.97(6) . . ? F2 Zr1 O1 89.41(6) . . ? F4 Zr1 O1 149.15(5) . . ? F3 Zr1 O1 70.74(5) 5_556 . ? F3 Zr1 O1 135.80(5) . . ? O2 Zr1 O1 72.64(5) . . ? F1 Zr1 Zr1 89.59(4) . 5_556 ? F2 Zr1 Zr1 90.15(4) . 5_556 ? F4 Zr1 Zr1 107.50(3) . 5_556 ? F3 Zr1 Zr1 32.61(3) 5_556 5_556 ? F3 Zr1 Zr1 32.50(3) . 5_556 ? O2 Zr1 Zr1 175.25(4) . 5_556 ? O1 Zr1 Zr1 103.33(4) . 5_556 ? O1 S1 C2 105.29(9) . . ? O1 S1 C1 103.93(9) . . ? C2 S1 C1 97.90(11) . . ? O2 S2 C4 102.60(9) . . ? O2 S2 C3 103.90(10) . . ? C4 S2 C3 98.78(11) . . ? S1 O1 Zr1 131.35(8) . . ? S2 O2 Zr1 125.20(8) . . ? Zr1 F3 Zr1 114.89(5) 5_556 . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 H2A 109.5 . . ? S1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? S1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? S2 C3 H3A 109.5 . . ? S2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? S2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? S2 C4 H4A 109.5 . . ? S2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? S2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag # Zr1 Zr1 O1 S1 179.37(10) 5_556 . . . ? # Zr1 Zr1 O2 S2 138.3(4) 5_556 . . . ? C2 S1 O1 Zr1 -81.40(13) . . . . ? C1 S1 O1 Zr1 176.21(12) . . . . ? F1 Zr1 O1 S1 90.27(12) . . . . ? F2 Zr1 O1 S1 -90.62(12) . . . . ? F4 Zr1 O1 S1 1.04(19) . . . . ? F3 Zr1 O1 S1 -179.41(13) 5_556 . . . ? F3 Zr1 O1 S1 177.72(9) . . . . ? O2 Zr1 O1 S1 1.99(11) . . . . ? C4 S2 O2 Zr1 -175.69(10) . . . . ? C3 S2 O2 Zr1 -73.19(12) . . . . ? F1 Zr1 O2 S2 82.20(10) . . . . ? F2 Zr1 O2 S2 -100.58(11) . . . . ? F4 Zr1 O2 S2 -9.73(10) . . . . ? F3 Zr1 O2 S2 168.56(7) 5_556 . . . ? F3 Zr1 O2 S2 -3.02(18) . . . . ? O1 Zr1 O2 S2 170.77(11) . . . . ? F1 Zr1 F3 Zr1 89.75(6) . . . 5_556 ? F2 Zr1 F3 Zr1 -87.78(7) . . . 5_556 ? F4 Zr1 F3 Zr1 -178.77(7) . . . 5_556 ? F3 Zr1 F3 Zr1 0.0 5_556 . . 5_556 ? O2 Zr1 F3 Zr1 174.47(8) . . . 5_556 ? O1 Zr1 F3 Zr1 3.00(10) . . . 5_556 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Zr1 Zr1 3.6263(12) . 5_556 ? S2 F1 2.843(1) . 3_555 ? _exptl_crystal_preparation ; Crystals grown over several days from hot DMSO solution of ZrF4 on slow cooling. ; loop_ _citation_id _citation_database_id_CSD 1 'HABLAX HABLAX01 HABLAX02 for monoclinic polymorph' _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.601 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.078 data_12slbkwl1xy _database_code_depnum_ccdc_archive 'CCDC 890602' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-01-19 _audit_author_name 'Benjamin S.L.' _chemical_name_systematic ; bis(\m~2~-Fluoro)-hexafluoro-tetrakis(dimethylsulfoxide)-di-hafnium(IV) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H24 F8 Hf2 O4 S4' _chemical_formula_sum 'C8 H24 F8 Hf2 O4 S4' _chemical_formula_structural '(C2 H6 O S4)4 (F4 Hf)2' _chemical_formula_weight 821.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' _space_group_IT_number 14 _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 8.675(4) _cell_length_b 11.750(4) _cell_length_c 10.667(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.269(7) _cell_angle_gamma 90.00 _cell_volume 1032.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2407 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 31.0 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 10.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 1.000 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_min 0.690 # scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5749 _diffrn_reflns_av_R_equivalents 0.1632 _diffrn_reflns_av_sigmaI/netI 0.1145 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2359 _reflns_number_gt 2046 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0575P)^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 2359 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1172 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.03625(3) -0.05139(2) 0.35185(2) 0.00834(15) Uani 1 1 d . . . S1 S 0.1519(2) -0.31598(14) 0.31834(14) 0.0111(3) Uani 1 1 d . . . S2 S -0.0936(2) 0.20407(14) 0.21694(15) 0.0112(3) Uani 1 1 d . . . F1 F -0.2010(6) -0.0751(4) 0.2788(4) 0.0167(9) Uani 1 1 d . . . F2 F 0.2679(5) -0.0170(4) 0.4318(4) 0.0173(9) Uani 1 1 d . . . F3 F -0.0185(6) 0.0904(4) 0.4571(4) 0.0157(9) Uani 1 1 d . . . F4 F 0.0766(5) -0.1104(4) 0.1906(4) 0.0143(9) Uani 1 1 d . . . O1 O 0.0766(6) -0.2324(4) 0.3935(5) 0.0153(11) Uani 1 1 d . . . O2 O 0.0150(6) 0.0978(4) 0.2258(4) 0.0121(10) Uani 1 1 d . . . C1 C 0.2243(10) -0.4265(6) 0.4359(7) 0.0188(16) Uani 1 1 d . . . H1A H 0.3195 -0.3996 0.5066 0.028 Uiso 1 1 calc R . . H1B H 0.2546 -0.4925 0.3925 0.028 Uiso 1 1 calc R . . H1C H 0.1389 -0.4484 0.4733 0.028 Uiso 1 1 calc R . . C2 C -0.0170(10) -0.3851(7) 0.2039(6) 0.0181(16) Uani 1 1 d . . . H2A H -0.0703 -0.3325 0.1321 0.027 Uiso 1 1 calc R . . H2B H -0.0943 -0.4085 0.2491 0.027 Uiso 1 1 calc R . . H2C H 0.0207 -0.4523 0.1676 0.027 Uiso 1 1 calc R . . C3 C -0.0855(8) 0.2715(6) 0.0681(6) 0.0156(15) Uani 1 1 d . . . H3A H -0.1464 0.2258 -0.0082 0.023 Uiso 1 1 calc R . . H3B H 0.0278 0.2778 0.0699 0.023 Uiso 1 1 calc R . . H3C H -0.1335 0.3476 0.0615 0.023 Uiso 1 1 calc R . . C4 C 0.0259(8) 0.3061(7) 0.3291(7) 0.0144(15) Uani 1 1 d . . . H4A H 0.0359 0.2834 0.4198 0.022 Uiso 1 1 calc R . . H4B H -0.0264 0.3808 0.3107 0.022 Uiso 1 1 calc R . . H4C H 0.1341 0.3101 0.3187 0.022 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 0.0139(2) 0.0066(2) 0.00326(17) -0.00048(8) 0.00073(13) -0.00046(10) S1 0.0169(8) 0.0081(8) 0.0078(6) -0.0005(6) 0.0032(6) 0.0003(7) S2 0.0161(8) 0.0081(8) 0.0076(6) 0.0012(6) 0.0009(6) 0.0004(7) F1 0.013(2) 0.020(2) 0.0160(19) -0.0016(18) 0.0035(16) -0.0018(19) F2 0.012(2) 0.021(2) 0.0162(18) -0.0012(19) 0.0011(16) -0.002(2) F3 0.029(2) 0.008(2) 0.0108(17) 0.0009(16) 0.0075(17) 0.004(2) F4 0.026(2) 0.011(2) 0.0067(15) -0.0003(15) 0.0055(16) 0.0016(19) O1 0.031(3) 0.006(2) 0.0089(19) -0.0009(18) 0.007(2) 0.004(2) O2 0.020(3) 0.009(2) 0.0076(19) 0.0023(18) 0.0042(19) 0.003(2) C1 0.025(4) 0.012(3) 0.016(3) 0.000(3) 0.002(3) 0.003(3) C2 0.030(4) 0.012(3) 0.009(3) -0.003(3) 0.002(3) 0.001(3) C3 0.017(3) 0.018(4) 0.008(3) 0.000(3) -0.002(3) 0.004(3) C4 0.016(4) 0.014(4) 0.011(3) -0.003(3) 0.001(2) -0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Hf1 3.6178(12) 3_556 ? Hf1 F2 1.963(4) . ? Hf1 F1 1.979(5) . ? Hf1 F4 1.985(4) . ? Hf1 F3 2.141(4) 3_556 ? Hf1 F3 2.144(4) . ? Hf1 O1 2.178(5) . ? Hf1 O2 2.181(5) . ? S1 O1 1.537(5) . ? S1 C1 1.778(7) . ? S1 C2 1.782(7) . ? S2 O2 1.550(5) . ? S2 C4 1.779(7) . ? S2 C3 1.795(7) . ? F3 Hf1 2.141(4) 3_556 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 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 F2 Hf1 F1 175.36(18) . . ? F2 Hf1 F4 90.80(18) . . ? F1 Hf1 F4 93.06(19) . . ? F2 Hf1 F3 90.00(18) . 3_556 ? F1 Hf1 F3 88.19(18) . 3_556 ? F4 Hf1 F3 146.60(18) . 3_556 ? F2 Hf1 F3 88.68(19) . . ? F1 Hf1 F3 86.68(18) . . ? F4 Hf1 F3 148.59(15) . . ? F3 Hf1 F3 64.80(19) 3_556 . ? F2 Hf1 O1 92.01(19) . . ? F1 Hf1 O1 91.37(19) . . ? F4 Hf1 O1 76.99(18) . . ? F3 Hf1 O1 69.62(17) 3_556 . ? F3 Hf1 O1 134.41(16) . . ? F2 Hf1 O2 88.83(19) . . ? F1 Hf1 O2 89.64(19) . . ? F4 Hf1 O2 75.54(18) . . ? F3 Hf1 O2 137.85(17) 3_556 . ? F3 Hf1 O2 73.05(17) . . ? O1 Hf1 O2 152.53(18) . . ? F2 Hf1 Hf1 89.22(13) . 3_556 ? F1 Hf1 Hf1 86.96(13) . 3_556 ? F4 Hf1 Hf1 179.04(12) . 3_556 ? F3 Hf1 Hf1 32.43(12) 3_556 3_556 ? F3 Hf1 Hf1 32.37(11) . 3_556 ? O1 Hf1 Hf1 102.05(13) . 3_556 ? O2 Hf1 Hf1 105.42(13) . 3_556 ? O1 S1 C1 102.3(3) . . ? O1 S1 C2 104.8(3) . . ? C1 S1 C2 100.5(4) . . ? O2 S2 C4 106.7(3) . . ? O2 S2 C3 102.6(3) . . ? C4 S2 C3 97.0(3) . . ? Hf1 F3 Hf1 115.20(19) 3_556 . ? S1 O1 Hf1 125.8(3) . . ? S2 O2 Hf1 128.2(3) . . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 H2A 109.5 . . ? S1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? S1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? S2 C3 H3A 109.5 . . ? S2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? S2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? S2 C4 H4A 109.5 . . ? S2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? S2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag # Hf1 Hf1 O1 S1 -164.8(3) 3_556 . . . ? F2 Hf1 F3 Hf1 -90.6(2) . . . 3_556 ? F1 Hf1 F3 Hf1 89.6(2) . . . 3_556 ? F4 Hf1 F3 Hf1 180.0(2) . . . 3_556 ? F3 Hf1 F3 Hf1 0.0 3_556 . . 3_556 ? O1 Hf1 F3 Hf1 0.9(4) . . . 3_556 ? O2 Hf1 F3 Hf1 -179.8(3) . . . 3_556 ? C1 S1 O1 Hf1 157.3(4) . . . . ? C2 S1 O1 Hf1 -98.1(4) . . . . ? F2 Hf1 O1 S1 -75.2(4) . . . . ? F1 Hf1 O1 S1 108.0(4) . . . . ? F4 Hf1 O1 S1 15.1(3) . . . . ? F3 Hf1 O1 S1 -164.5(4) 3_556 . . . ? F3 Hf1 O1 S1 -165.3(3) . . . . ? O2 Hf1 O1 S1 16.1(6) . . . . ? C4 S2 O2 Hf1 92.3(4) . . . . ? C3 S2 O2 Hf1 -166.3(3) . . . . ? F2 Hf1 O2 S2 -120.0(4) . . . . ? F1 Hf1 O2 S2 55.6(4) . . . . ? F4 Hf1 O2 S2 148.9(4) . . . . ? F3 Hf1 O2 S2 -31.3(5) 3_556 . . . ? F3 Hf1 O2 S2 -31.0(3) . . . . ? O1 Hf1 O2 S2 147.9(4) . . . . ? # Hf1 Hf1 O2 S2 -31.1(4) 3_556 . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Hf1 Hf1 3.6178(12) . 3_556 ? S1 O2 3.233(6) . 2_545 ? S2 F1 3.156(5) . 2_455 ? _exptl_crystal_preparation ; Crystals grown over several days from hot DMSO solution of HfF4 on slow cooling. ; _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 4.035 _refine_diff_density_min -3.611 _refine_diff_density_rms 0.436 data_12slbrwl4y _database_code_depnum_ccdc_archive 'CCDC 890603' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-01-26 _audit_author_name 'Benjamin S.L.' _chemical_name_systematic ; trans-tetrafluoro-bis(triphenylphosphine oxide)zirconium(IV) dichloromethane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H30 F4 O2 P2 Zr, 2(C H2 Cl2)' _chemical_formula_sum 'C38 H34 Cl4 F4 O2 P2 Zr' _chemical_formula_structural '((C18 H15 O P)2 (F4 Zr)) (C H2 Cl2)2' _chemical_formula_weight 893.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_IT_number 14 _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 8.900(3) _cell_length_b 14.700(5) _cell_length_c 14.547(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.77(2) _cell_angle_gamma 90.00 _cell_volume 1893.5(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7491 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.517 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator Confocal _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9830 _diffrn_reflns_av_R_equivalents 0.1296 _diffrn_reflns_av_sigmaI/netI 0.3616 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.44 _reflns_number_total 4270 _reflns_number_gt 2025 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0000P)^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 4270 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1210 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.0874 _refine_ls_wR_factor_gt 0.0745 _refine_ls_goodness_of_fit_ref 0.548 _refine_ls_restrained_S_all 0.548 _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 0.5000 0.0000 0.01348(13) Uani 1 2 d S . . F1 F 0.3534(2) 0.60027(13) 0.01172(12) 0.0219(5) Uani 1 1 d . . . F2 F 0.3380(2) 0.42032(13) -0.05705(12) 0.0217(5) Uani 1 1 d . . . P1 P 0.40166(11) 0.45200(7) 0.22510(6) 0.0151(2) Uani 1 1 d . . . O1 O 0.4603(3) 0.44773(15) 0.13093(13) 0.0175(6) Uani 1 1 d . . . C1 C 0.2013(4) 0.4687(2) 0.2153(2) 0.0162(8) Uani 1 1 d . . . C2 C 0.1140(4) 0.4409(2) 0.1351(2) 0.0186(9) Uani 1 1 d . . . H2 H 0.1612 0.4168 0.0847 0.022 Uiso 1 1 calc R . . C3 C -0.0408(5) 0.4486(2) 0.1296(2) 0.0241(10) Uani 1 1 d . . . H3 H -0.1006 0.4299 0.0751 0.029 Uiso 1 1 calc R . . C4 C -0.1096(4) 0.4834(2) 0.2033(2) 0.0232(9) Uani 1 1 d . . . H4 H -0.2166 0.4881 0.1993 0.028 Uiso 1 1 calc R . . C5 C -0.0240(4) 0.5115(2) 0.2827(2) 0.0249(9) Uani 1 1 d . . . H5 H -0.0719 0.5355 0.3328 0.030 Uiso 1 1 calc R . . C6 C 0.1314(4) 0.5046(2) 0.2890(2) 0.0204(9) Uani 1 1 d . . . H6 H 0.1906 0.5243 0.3433 0.025 Uiso 1 1 calc R . . C7 C 0.4448(4) 0.3487(2) 0.2863(2) 0.0146(8) Uani 1 1 d . . . C8 C 0.3381(4) 0.3045(2) 0.3344(2) 0.0160(8) Uani 1 1 d . . . H8 H 0.2392 0.3290 0.3338 0.019 Uiso 1 1 calc R . . C9 C 0.3756(4) 0.2251(2) 0.3832(2) 0.0199(9) Uani 1 1 d . . . H9 H 0.3028 0.1949 0.4158 0.024 Uiso 1 1 calc R . . C10 C 0.5191(5) 0.1907(3) 0.3838(2) 0.0210(9) Uani 1 1 d . . . H10 H 0.5457 0.1373 0.4183 0.025 Uiso 1 1 calc R . . C11 C 0.6255(5) 0.2322(2) 0.3353(2) 0.0255(10) Uani 1 1 d . . . H11 H 0.7235 0.2065 0.3353 0.031 Uiso 1 1 calc R . . C12 C 0.5890(4) 0.3117(2) 0.2864(2) 0.0229(9) Uani 1 1 d . . . H12 H 0.6620 0.3408 0.2532 0.027 Uiso 1 1 calc R . . C13 C 0.4903(4) 0.5443(2) 0.2902(2) 0.0158(8) Uani 1 1 d . . . C14 C 0.5674(4) 0.5322(2) 0.3779(2) 0.0217(9) Uani 1 1 d . . . H14 H 0.5727 0.4737 0.4058 0.026 Uiso 1 1 calc R . . C15 C 0.6364(5) 0.6066(3) 0.4239(3) 0.0311(11) Uani 1 1 d . . . H15 H 0.6893 0.5987 0.4833 0.037 Uiso 1 1 calc R . . C16 C 0.6285(5) 0.6920(3) 0.3835(2) 0.0292(10) Uani 1 1 d . . . H16 H 0.6752 0.7425 0.4156 0.035 Uiso 1 1 calc R . . C17 C 0.5525(4) 0.7041(3) 0.2964(2) 0.0247(9) Uani 1 1 d . . . H17 H 0.5474 0.7626 0.2686 0.030 Uiso 1 1 calc R . . C18 C 0.4841(4) 0.6301(2) 0.2501(2) 0.0229(9) Uani 1 1 d . . . H18 H 0.4323 0.6382 0.1903 0.027 Uiso 1 1 calc R . . Cl1 Cl 0.25801(14) 0.21119(7) 0.08438(7) 0.0382(3) Uani 1 1 d . . . Cl2 Cl 0.46551(13) 0.13730(8) -0.04017(7) 0.0425(3) Uani 1 1 d . . . C19 C 0.4287(5) 0.2260(3) 0.0365(3) 0.0379(12) Uani 1 1 d . . . H19A H 0.5120 0.2289 0.0869 0.046 Uiso 1 1 calc R . . H19B H 0.4261 0.2846 0.0029 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 Zr1 0.0137(3) 0.0145(3) 0.0127(2) -0.0004(2) 0.00357(16) -0.0002(3) F1 0.0198(13) 0.0212(13) 0.0253(11) -0.0016(8) 0.0054(9) 0.0042(10) F2 0.0232(14) 0.0177(13) 0.0240(11) -0.0011(8) 0.0020(9) -0.0032(10) P1 0.0134(6) 0.0178(6) 0.0146(4) 0.0006(4) 0.0031(3) -0.0001(5) O1 0.0250(17) 0.0171(15) 0.0110(11) 0.0046(9) 0.0050(10) -0.0001(12) C1 0.019(2) 0.012(2) 0.0182(17) 0.0040(13) 0.0032(14) 0.0001(17) C2 0.017(2) 0.017(2) 0.0207(18) 0.0037(14) 0.0008(14) 0.0016(18) C3 0.024(3) 0.024(3) 0.023(2) 0.0022(16) -0.0027(16) -0.006(2) C4 0.015(2) 0.020(3) 0.036(2) 0.0132(16) 0.0055(15) 0.0007(19) C5 0.025(2) 0.021(3) 0.0302(19) 0.0045(16) 0.0129(15) 0.007(2) C6 0.019(2) 0.025(2) 0.0164(16) 0.0029(16) 0.0016(13) 0.004(2) C7 0.013(2) 0.016(2) 0.0152(17) 0.0005(13) 0.0034(13) -0.0023(18) C8 0.011(2) 0.016(2) 0.0206(18) 0.0011(14) 0.0024(14) -0.0018(18) C9 0.021(2) 0.020(2) 0.0199(18) 0.0015(14) 0.0051(15) -0.0050(19) C10 0.029(3) 0.014(2) 0.0209(19) 0.0017(14) 0.0031(15) -0.002(2) C11 0.023(3) 0.023(3) 0.031(2) 0.0015(16) 0.0045(17) 0.007(2) C12 0.020(3) 0.023(3) 0.028(2) 0.0047(16) 0.0084(16) 0.002(2) C13 0.009(2) 0.020(2) 0.0185(17) 0.0004(14) 0.0039(13) -0.0017(17) C14 0.024(3) 0.020(2) 0.0215(19) -0.0007(14) 0.0038(15) -0.0032(18) C15 0.030(3) 0.039(3) 0.024(2) -0.0079(18) -0.0015(17) -0.002(2) C16 0.032(3) 0.023(3) 0.034(2) -0.0112(17) 0.0084(18) -0.008(2) C17 0.025(3) 0.019(2) 0.031(2) -0.0037(16) 0.0121(16) -0.003(2) C18 0.027(3) 0.021(3) 0.0206(19) -0.0024(15) 0.0054(15) -0.003(2) Cl1 0.0400(8) 0.0344(8) 0.0435(6) 0.0073(5) 0.0207(5) 0.0034(6) Cl2 0.0379(8) 0.0431(8) 0.0476(6) -0.0167(5) 0.0087(5) 0.0077(6) C19 0.043(3) 0.029(3) 0.045(3) -0.0091(19) 0.019(2) -0.004(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 Zr1 F2 1.9742(19) . ? Zr1 F2 1.9742(19) 3_665 ? Zr1 F1 1.987(2) 3_665 ? Zr1 F1 1.987(2) . ? Zr1 O1 2.116(2) 3_665 ? Zr1 O1 2.116(2) . ? P1 O1 1.516(2) . ? P1 C7 1.783(3) . ? P1 C1 1.791(4) . ? P1 C13 1.792(3) . ? C1 C2 1.396(4) . ? C1 C6 1.396(5) . ? C2 C3 1.377(5) . ? C2 H2 0.9500 . ? C3 C4 1.385(5) . ? C3 H3 0.9500 . ? C4 C5 1.381(4) . ? C4 H4 0.9500 . ? C5 C6 1.380(5) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.393(5) . ? C7 C8 1.394(5) . ? C8 C9 1.390(4) . ? C8 H8 0.9500 . ? C9 C10 1.373(5) . ? C9 H9 0.9500 . ? C10 C11 1.378(5) . ? C10 H10 0.9500 . ? C11 C12 1.390(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.388(4) . ? C13 C14 1.398(4) . ? C14 C15 1.393(4) . ? C14 H14 0.9500 . ? C15 C16 1.385(5) . ? C15 H15 0.9500 . ? C16 C17 1.385(5) . ? C16 H16 0.9500 . ? C17 C18 1.388(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? Cl1 C19 1.747(5) . ? Cl2 C19 1.767(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? 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 F2 Zr1 F2 180.00(10) . 3_665 ? F2 Zr1 F1 88.96(8) . 3_665 ? F2 Zr1 F1 91.04(8) 3_665 3_665 ? F2 Zr1 F1 91.04(8) . . ? F2 Zr1 F1 88.96(8) 3_665 . ? F1 Zr1 F1 180.0 3_665 . ? F2 Zr1 O1 91.03(8) . 3_665 ? F2 Zr1 O1 88.97(8) 3_665 3_665 ? F1 Zr1 O1 91.24(9) 3_665 3_665 ? F1 Zr1 O1 88.76(9) . 3_665 ? F2 Zr1 O1 88.97(8) . . ? F2 Zr1 O1 91.03(8) 3_665 . ? F1 Zr1 O1 88.76(9) 3_665 . ? F1 Zr1 O1 91.24(9) . . ? O1 Zr1 O1 180.00(11) 3_665 . ? O1 P1 C7 109.85(15) . . ? O1 P1 C1 111.38(14) . . ? C7 P1 C1 108.57(17) . . ? O1 P1 C13 109.63(15) . . ? C7 P1 C13 108.68(15) . . ? C1 P1 C13 108.67(16) . . ? P1 O1 Zr1 154.47(15) . . ? C2 C1 C6 119.9(3) . . ? C2 C1 P1 119.5(3) . . ? C6 C1 P1 120.5(3) . . ? C3 C2 C1 119.6(3) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.5(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 120.0(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 119.8(3) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C12 C7 C8 119.4(3) . . ? C12 C7 P1 119.0(3) . . ? C8 C7 P1 121.6(3) . . ? C9 C8 C7 120.4(3) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C10 C9 C8 119.2(4) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 121.4(4) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C12 119.7(4) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C7 119.8(4) . . ? C11 C12 H12 120.1 . . ? C7 C12 H12 120.1 . . ? C18 C13 C14 119.7(3) . . ? C18 C13 P1 118.0(2) . . ? C14 C13 P1 122.3(3) . . ? C15 C14 C13 119.3(3) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C16 C15 C14 120.5(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 120.2(3) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C18 119.6(3) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C13 C18 C17 120.7(3) . . ? C13 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? Cl1 C19 Cl2 112.6(2) . . ? Cl1 C19 H19A 109.1 . . ? Cl2 C19 H19A 109.1 . . ? Cl1 C19 H19B 109.1 . . ? Cl2 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.650 _refine_diff_density_min -1.020 _refine_diff_density_rms 0.100 data_12slbrwl6x _database_code_depnum_ccdc_archive 'CCDC 890604' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 hand edit' _audit_creation_date 2012-02-06 _audit_author_name 'Benjamin S.L.' _chemical_name_systematic ; trans-tetrafluoro-bis(triphenylarsine oxide)-zirconium(IV) dichloromethane solvate ; # Ph3AsO = C18H15AsO # triphenylarsine oxide (ACD iLab defaults) # triphenylarsane oxide (ACD iLab selected options) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H30 As2 F4 O2 Zr, 2(C H2 Cl2)' _chemical_formula_sum 'C38 H34 As2 Cl4 F4 O2 Zr' _chemical_formula_structural '((C18 H15 As O)2 (F4 Zr)) (C H2 Cl2)2' _chemical_formula_weight 981.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 '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' Cl Cl 0.1484 0.1585 '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' _space_group_IT_number 14 _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 8.898(3) _cell_length_b 14.688(4) _cell_length_c 14.840(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.348(7) _cell_angle_gamma 90.00 _cell_volume 1933.8(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7000 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 2.312 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.680 #experimental Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 #scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator Confocal _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9087 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0571 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4383 _reflns_number_gt 3571 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0118P)^2^+15.6494P] 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 4383 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0570 _refine_ls_wR_factor_ref 0.1261 _refine_ls_wR_factor_gt 0.1172 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _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 0.5000 0.0000 0.01212(15) Uani 1 2 d S . . As1 As 0.40282(6) 0.45349(3) 0.22678(3) 0.01498(13) Uani 1 1 d . . . F1 F 0.3483(4) 0.5957(2) 0.0221(2) 0.0246(7) Uani 1 1 d . . . F2 F 0.3382(4) 0.4169(2) -0.0514(2) 0.0236(7) Uani 1 1 d . . . O1 O 0.4767(4) 0.4428(2) 0.1274(2) 0.0185(8) Uani 1 1 d . . . C1 C 0.4519(6) 0.3460(3) 0.2947(3) 0.0181(10) Uani 1 1 d . . . C2 C 0.5980(7) 0.3141(4) 0.2989(4) 0.0313(14) Uani 1 1 d . . . H2 H 0.6726 0.3457 0.2686 0.038 Uiso 1 1 calc R . . C3 C 0.6350(7) 0.2360(4) 0.3472(5) 0.0351(16) Uani 1 1 d . . . H3 H 0.7346 0.2125 0.3486 0.042 Uiso 1 1 calc R . . C4 C 0.5269(7) 0.1918(4) 0.3938(4) 0.0271(13) Uani 1 1 d . . . H4 H 0.5541 0.1402 0.4300 0.033 Uiso 1 1 calc R . . C5 C 0.3808(7) 0.2226(4) 0.3878(4) 0.0251(12) Uani 1 1 d . . . H5 H 0.3057 0.1901 0.4167 0.030 Uiso 1 1 calc R . . C6 C 0.3425(6) 0.3015(4) 0.3392(4) 0.0236(12) Uani 1 1 d . . . H6 H 0.2424 0.3244 0.3367 0.028 Uiso 1 1 calc R . . C7 C 0.4919(6) 0.5569(3) 0.2893(4) 0.0182(10) Uani 1 1 d . . . C8 C 0.5637(7) 0.5469(4) 0.3759(4) 0.0259(12) Uani 1 1 d . . . H8 H 0.5692 0.4892 0.4048 0.031 Uiso 1 1 calc R . . C9 C 0.6258(8) 0.6224(5) 0.4177(5) 0.0385(16) Uani 1 1 d . . . H9 H 0.6746 0.6166 0.4767 0.046 Uiso 1 1 calc R . . C10 C 0.6196(7) 0.7063(4) 0.3770(5) 0.0347(15) Uani 1 1 d . . . H10 H 0.6635 0.7578 0.4073 0.042 Uiso 1 1 calc R . . C11 C 0.5482(7) 0.7152(4) 0.2908(4) 0.0275(13) Uani 1 1 d . . . H11 H 0.5425 0.7731 0.2623 0.033 Uiso 1 1 calc R . . C12 C 0.4856(6) 0.6400(4) 0.2463(4) 0.0226(11) Uani 1 1 d . . . H12 H 0.4388 0.6456 0.1868 0.027 Uiso 1 1 calc R . . C13 C 0.1898(6) 0.4681(3) 0.2112(4) 0.0173(10) Uani 1 1 d . . . C14 C 0.1148(6) 0.5013(4) 0.2834(4) 0.0241(12) Uani 1 1 d . . . H14 H 0.1697 0.5199 0.3377 0.029 Uiso 1 1 calc R . . C15 C -0.0421(7) 0.5070(4) 0.2747(4) 0.0308(14) Uani 1 1 d . . . H15 H -0.0955 0.5272 0.3240 0.037 Uiso 1 1 calc R . . C16 C -0.1188(6) 0.4831(4) 0.1947(4) 0.0269(13) Uani 1 1 d . . . H16 H -0.2256 0.4882 0.1888 0.032 Uiso 1 1 calc R . . C17 C -0.0442(6) 0.4516(4) 0.1219(4) 0.0227(11) Uani 1 1 d . . . H17 H -0.0996 0.4359 0.0668 0.027 Uiso 1 1 calc R . . C18 C 0.1119(6) 0.4430(3) 0.1298(4) 0.0193(11) Uani 1 1 d . . . H18 H 0.1643 0.4206 0.0810 0.023 Uiso 1 1 calc R . . Cl1 Cl 0.5239(2) 0.86462(14) 1.02974(16) 0.0569(6) Uani 1 1 d . . . Cl2 Cl 0.7229(2) 0.78527(12) 0.90399(13) 0.0460(5) Uani 1 1 d . . . C19A C 0.5563(9) 0.7731(5) 0.9573(6) 0.036(2) Uani 0.850(14) 1 d P . . H19A H 0.5607 0.7158 0.9926 0.043 Uiso 0.850(14) 1 calc PR . . H19B H 0.4707 0.7683 0.9108 0.043 Uiso 0.850(14) 1 calc PR . . C19B C 0.696(4) 0.846(2) 0.998(2) 0.016(8) Uiso 0.150(14) 1 d P . . H19C H 0.7538 0.8155 1.0486 0.020 Uiso 0.150(14) 1 calc PR . . H19D H 0.7431 0.9062 0.9902 0.020 Uiso 0.150(14) 1 calc PR . . 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 0.0124(3) 0.0122(3) 0.0121(3) -0.0002(3) 0.0031(2) -0.0003(3) As1 0.0143(3) 0.0160(2) 0.0149(2) 0.0020(2) 0.00287(18) 0.0002(2) F1 0.0241(17) 0.0219(16) 0.0286(17) -0.0011(14) 0.0077(14) 0.0057(14) F2 0.0243(17) 0.0199(15) 0.0261(17) 0.0001(13) -0.0016(13) -0.0050(13) O1 0.0224(19) 0.0182(18) 0.0151(17) 0.0060(14) 0.0034(15) 0.0018(15) C1 0.019(3) 0.018(2) 0.017(2) 0.005(2) 0.003(2) 0.000(2) C2 0.023(3) 0.032(3) 0.040(4) 0.016(3) 0.012(3) 0.002(3) C3 0.028(3) 0.035(3) 0.044(4) 0.015(3) 0.016(3) 0.013(3) C4 0.044(4) 0.015(2) 0.023(3) 0.005(2) 0.003(3) 0.000(2) C5 0.030(3) 0.024(3) 0.021(3) 0.006(2) 0.003(2) -0.009(2) C6 0.018(3) 0.032(3) 0.021(3) 0.004(2) 0.006(2) 0.000(2) C7 0.018(3) 0.014(2) 0.023(3) -0.003(2) 0.003(2) -0.001(2) C8 0.030(3) 0.027(3) 0.021(3) -0.003(2) 0.000(2) 0.004(2) C9 0.042(4) 0.045(4) 0.027(3) -0.006(3) -0.007(3) 0.001(3) C10 0.032(3) 0.030(3) 0.042(4) -0.013(3) 0.005(3) -0.004(3) C11 0.029(3) 0.021(3) 0.034(3) -0.003(2) 0.008(3) -0.002(2) C12 0.026(3) 0.020(3) 0.022(3) 0.001(2) 0.004(2) 0.002(2) C13 0.016(2) 0.015(2) 0.021(3) 0.004(2) 0.003(2) -0.0005(19) C14 0.020(3) 0.035(3) 0.018(3) 0.003(2) 0.002(2) 0.006(2) C15 0.025(3) 0.039(3) 0.030(3) 0.004(3) 0.013(2) 0.008(3) C16 0.014(3) 0.032(3) 0.035(3) 0.009(3) 0.009(2) 0.001(2) C17 0.017(3) 0.023(3) 0.027(3) 0.008(2) -0.003(2) -0.003(2) C18 0.023(3) 0.016(2) 0.020(3) 0.002(2) 0.002(2) -0.001(2) Cl1 0.0495(12) 0.0493(11) 0.0728(14) -0.0233(10) 0.0110(10) 0.0086(9) Cl2 0.0509(11) 0.0402(9) 0.0494(11) 0.0052(8) 0.0200(9) 0.0008(8) C19A 0.034(4) 0.023(4) 0.053(5) -0.010(3) 0.023(4) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 F1 1.993(3) 3_665 ? Zr1 F1 1.993(3) . ? Zr1 F2 1.994(3) . ? Zr1 F2 1.994(3) 3_665 ? Zr1 O1 2.093(3) . ? Zr1 O1 2.093(3) 3_665 ? As1 O1 1.668(3) . ? As1 C13 1.905(5) . ? As1 C1 1.906(5) . ? As1 C7 1.920(5) . ? C1 C2 1.378(8) . ? C1 C6 1.381(7) . ? C2 C3 1.380(8) . ? C2 H2 0.9500 . ? C3 C4 1.388(8) . ? C3 H3 0.9500 . ? C4 C5 1.373(9) . ? C4 H4 0.9500 . ? C5 C6 1.393(8) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.377(7) . ? C7 C8 1.398(8) . ? C8 C9 1.367(9) . ? C8 H8 0.9500 . ? C9 C10 1.372(10) . ? C9 H9 0.9500 . ? C10 C11 1.391(9) . ? C10 H10 0.9500 . ? C11 C12 1.382(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.392(7) . ? C13 C18 1.396(7) . ? C14 C15 1.395(8) . ? C14 H14 0.9500 . ? C15 C16 1.370(9) . ? C15 H15 0.9500 . ? C16 C17 1.390(8) . ? C16 H16 0.9500 . ? C17 C18 1.390(7) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? Cl1 C19B 1.66(3) . ? Cl1 C19A 1.759(7) . ? Cl2 C19B 1.68(3) . ? Cl2 C19A 1.741(7) . ? C19A H19A 0.9900 . ? C19A H19B 0.9900 . ? C19B H19C 0.9900 . ? C19B H19D 0.9900 . ? 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 F1 Zr1 F1 180.00(18) 3_665 . ? F1 Zr1 F2 89.08(13) 3_665 . ? F1 Zr1 F2 90.92(14) . . ? F1 Zr1 F2 90.92(13) 3_665 3_665 ? F1 Zr1 F2 89.08(13) . 3_665 ? F2 Zr1 F2 180.0(2) . 3_665 ? F1 Zr1 O1 88.88(13) 3_665 . ? F1 Zr1 O1 91.12(13) . . ? F2 Zr1 O1 88.97(14) . . ? F2 Zr1 O1 91.03(14) 3_665 . ? F1 Zr1 O1 91.12(13) 3_665 3_665 ? F1 Zr1 O1 88.88(13) . 3_665 ? F2 Zr1 O1 91.03(14) . 3_665 ? F2 Zr1 O1 88.97(14) 3_665 3_665 ? O1 Zr1 O1 180.00(18) . 3_665 ? O1 As1 C13 111.0(2) . . ? O1 As1 C1 107.4(2) . . ? C13 As1 C1 110.1(2) . . ? O1 As1 C7 109.0(2) . . ? C13 As1 C7 109.9(2) . . ? C1 As1 C7 109.3(2) . . ? As1 O1 Zr1 146.5(2) . . ? C2 C1 C6 121.0(5) . . ? C2 C1 As1 118.8(4) . . ? C6 C1 As1 120.2(4) . . ? C3 C2 C1 119.5(5) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 120.0(6) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.2(5) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.1(5) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 119.1(5) . . ? C1 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C12 C7 C8 121.3(5) . . ? C12 C7 As1 118.4(4) . . ? C8 C7 As1 120.3(4) . . ? C9 C8 C7 118.2(6) . . ? C9 C8 H8 120.9 . . ? C7 C8 H8 120.9 . . ? C8 C9 C10 121.8(6) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C9 C10 C11 119.4(6) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 120.3(6) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C7 C12 C11 119.0(5) . . ? C7 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C14 C13 C18 121.5(5) . . ? C14 C13 As1 118.5(4) . . ? C18 C13 As1 119.9(4) . . ? C13 C14 C15 119.0(5) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C16 C15 C14 119.6(5) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 121.5(5) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C16 C17 C18 119.8(5) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C13 118.4(5) . . ? C17 C18 H18 120.8 . . ? C13 C18 H18 120.8 . . ? C19B Cl1 C19A 60.0(12) . . ? C19B Cl2 C19A 60.0(12) . . ? Cl2 C19A Cl1 112.5(4) . . ? Cl2 C19A H19A 109.1 . . ? Cl1 C19A H19A 109.1 . . ? Cl2 C19A H19B 109.1 . . ? Cl1 C19A H19B 109.1 . . ? H19A C19A H19B 107.8 . . ? Cl1 C19B Cl2 121(2) . . ? Cl1 C19B H19C 107.0 . . ? Cl2 C19B H19C 107.0 . . ? Cl1 C19B H19D 107.0 . . ? Cl2 C19B H19D 107.0 . . ? H19C C19B H19D 106.8 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.748 _refine_diff_density_min -0.991 _refine_diff_density_rms 0.153 data_12slbkwl2xp _database_code_depnum_ccdc_archive 'CCDC 890605' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 hand edit' _audit_creation_date 2012-02-09 _audit_author_name 'Benjamin S.L.' _chemical_name_systematic ; cis-tetrafluoro-bis(N,N-dimethylformamide)-hafnium(IV) ; # Me2NCHO = dmf # N,N-Dimethylformamide (Chemspider) # SMILES: CN(C)C=O _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H14 F4 Hf N2 O2' _chemical_formula_sum 'C6 H14 F4 Hf N2 O2' _chemical_formula_weight 400.68 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' F F 0.0171 0.0103 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.591(3) _cell_length_b 7.2522(12) _cell_length_c 11.6584(19) _cell_angle_alpha 90.00 _cell_angle_beta 100.919(7) _cell_angle_gamma 90.00 _cell_volume 1128.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2762 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 9.284 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.613 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3801 _diffrn_reflns_av_R_equivalents 0.0601 _diffrn_reflns_av_sigmaI/netI 0.0593 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.43 _reflns_number_total 1283 _reflns_number_gt 1230 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0330P)^2^+11.4680P] 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 1283 _refine_ls_number_parameters 71 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0838 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 0.5000 0.03142(5) 0.2500 0.01420(14) Uani 1 2 d S . . F1 F 0.6066(3) 0.0582(6) 0.1572(4) 0.0247(9) Uani 1 1 d . . . F2 F 0.5705(3) -0.1568(5) 0.3544(3) 0.0242(8) Uani 1 1 d . . . O1 O 0.4228(3) 0.2458(6) 0.1397(4) 0.0206(9) Uani 1 1 d . . . N1 N 0.3585(4) 0.4114(8) -0.0206(4) 0.0167(10) Uani 1 1 d . . . C1 C 0.4230(5) 0.2921(9) 0.0352(5) 0.0186(12) Uani 1 1 d . . . H1 H 0.4712 0.2390 -0.0042 0.022 Uiso 1 1 calc R . . C2 C 0.3577(7) 0.4620(10) -0.1424(6) 0.0285(16) Uani 1 1 d . . . H2A H 0.4136 0.4011 -0.1693 0.043 Uiso 1 1 calc R . . H2B H 0.3646 0.5960 -0.1484 0.043 Uiso 1 1 calc R . . H2C H 0.2943 0.4227 -0.1911 0.043 Uiso 1 1 calc R . . C3 C 0.2839(5) 0.4991(9) 0.0373(6) 0.0185(12) Uani 1 1 d . . . H3A H 0.2687 0.4174 0.0986 0.028 Uiso 1 1 calc R . . H3B H 0.2226 0.5225 -0.0202 0.028 Uiso 1 1 calc R . . H3C H 0.3106 0.6161 0.0722 0.028 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 0.0163(2) 0.0188(2) 0.00686(19) 0.000 0.00058(13) 0.000 F1 0.023(2) 0.034(2) 0.019(2) 0.0010(16) 0.0078(16) 0.0017(16) F2 0.0245(19) 0.025(2) 0.0215(19) 0.0032(16) -0.0008(15) 0.0013(15) O1 0.027(2) 0.020(2) 0.014(2) -0.0003(17) 0.0011(17) 0.0028(18) N1 0.020(2) 0.021(3) 0.009(2) 0.001(2) 0.0012(18) -0.001(2) C1 0.022(3) 0.021(3) 0.012(3) -0.003(2) 0.004(2) -0.005(2) C2 0.040(4) 0.031(4) 0.013(3) 0.006(2) 0.001(3) -0.001(3) C3 0.017(3) 0.019(3) 0.017(3) -0.001(2) -0.002(2) 0.003(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 Hf1 F2 1.954(4) 2_655 ? Hf1 F2 1.954(4) . ? Hf1 F1 1.975(4) 2_655 ? Hf1 F1 1.975(4) . ? Hf1 O1 2.159(4) 2_655 ? Hf1 O1 2.159(4) . ? O1 C1 1.264(7) . ? N1 C1 1.313(8) . ? N1 C3 1.465(8) . ? N1 C2 1.465(8) . ? C1 H1 0.9500 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 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 F2 Hf1 F2 91.4(2) 2_655 . ? F2 Hf1 F1 94.93(17) 2_655 2_655 ? F2 Hf1 F1 92.94(16) . 2_655 ? F2 Hf1 F1 92.94(16) 2_655 . ? F2 Hf1 F1 94.93(16) . . ? F1 Hf1 F1 168.7(2) 2_655 . ? F2 Hf1 O1 178.03(14) 2_655 2_655 ? F2 Hf1 O1 90.38(18) . 2_655 ? F1 Hf1 O1 85.80(17) 2_655 2_655 ? F1 Hf1 O1 86.08(17) . 2_655 ? F2 Hf1 O1 90.38(18) 2_655 . ? F2 Hf1 O1 178.03(14) . . ? F1 Hf1 O1 86.08(17) 2_655 . ? F1 Hf1 O1 85.80(17) . . ? O1 Hf1 O1 87.8(2) 2_655 . ? C1 O1 Hf1 132.5(4) . . ? C1 N1 C3 120.9(5) . . ? C1 N1 C2 121.8(5) . . ? C3 N1 C2 117.3(5) . . ? O1 C1 N1 122.0(6) . . ? O1 C1 H1 119.0 . . ? N1 C1 H1 119.0 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag # F2 Hf1 O1 C1 141(4) . . . . ? F2 Hf1 O1 C1 -63.5(6) 2_655 . . . ? F1 Hf1 O1 C1 -158.4(6) 2_655 . . . ? F1 Hf1 O1 C1 29.4(6) . . . . ? O1 Hf1 O1 C1 115.7(6) 2_655 . . . ? Hf1 O1 C1 N1 169.8(4) . . . . ? C3 N1 C1 O1 1.0(9) . . . . ? C2 N1 C1 O1 -178.8(6) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.539 _refine_diff_density_min -2.236 _refine_diff_density_rms 0.260 data_12wz418 _database_code_depnum_ccdc_archive 'CCDC 890606' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-04-20 _audit_author_name 'Webster, M.' _chemical_name_systematic ; cis-tetrafluoro-bis(triphenylarsine oxide)zirconium(IV) ; # Ph3AsO = C18H15AsO # triphenylasine oxide # triphenylarsine oxide (ACD iLab defaults) # triphenylarsane oxide (ACD iLab selected options) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H30 As2 F4 O2 Zr, 2(C H2 Cl2)' _chemical_formula_sum 'C38 H34 As2 Cl4 F4 O2 Zr' _chemical_formula_weight 981.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 '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 'P b c n' _space_group_IT_number 60 _space_group_name_Hall '-P 2n 2ab' 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 15.175(5) _cell_length_b 16.254(6) _cell_length_c 16.340(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4030(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10748 _cell_measurement_theta_min 1.3 _cell_measurement_theta_max 31.2 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 2.218 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.628 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15254 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.0736 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3952 _reflns_number_gt 3574 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0125P)^2^+14.1100P] 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 3952 _refine_ls_number_parameters 231 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0887 _refine_ls_R_factor_gt 0.0787 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1168 _refine_ls_goodness_of_fit_ref 1.304 _refine_ls_restrained_S_all 1.304 _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 0.11711(5) 0.2500 0.01268(19) Uani 1 2 d S . . As1 As 0.44038(4) 0.26773(4) 0.39836(4) 0.01500(16) Uani 1 1 d . . . F1 F 0.5748(2) 0.0336(2) 0.1966(2) 0.0225(8) Uani 1 1 d . . . F2 F 0.4124(2) 0.1236(2) 0.1592(2) 0.0222(8) Uani 1 1 d . . . O1 O 0.4300(3) 0.2110(3) 0.3130(2) 0.0177(10) Uani 1 1 d . . . C1 C 0.5360(4) 0.3440(4) 0.3913(4) 0.0198(14) Uani 1 1 d . . . C2 C 0.5205(5) 0.4277(5) 0.3928(5) 0.044(2) Uani 1 1 d . . . H2 H 0.4619 0.4481 0.3952 0.052 Uiso 1 1 calc R . . C3 C 0.5915(5) 0.4820(5) 0.3907(6) 0.052(2) Uani 1 1 d . . . H3 H 0.5813 0.5396 0.3920 0.063 Uiso 1 1 calc R . . C4 C 0.6756(5) 0.4527(5) 0.3869(5) 0.0367(19) Uani 1 1 d . . . H4 H 0.7236 0.4901 0.3850 0.044 Uiso 1 1 calc R . . C5 C 0.6916(4) 0.3688(5) 0.3857(4) 0.0287(17) Uani 1 1 d . . . H5 H 0.7505 0.3490 0.3836 0.034 Uiso 1 1 calc R . . C6 C 0.6216(4) 0.3135(4) 0.3875(4) 0.0243(15) Uani 1 1 d . . . H6 H 0.6321 0.2559 0.3862 0.029 Uiso 1 1 calc R . . C7 C 0.4554(4) 0.2006(4) 0.4936(4) 0.0183(14) Uani 1 1 d . . . C8 C 0.4212(4) 0.1208(4) 0.4949(4) 0.0176(14) Uani 1 1 d . . . H8 H 0.3976 0.0966 0.4467 0.021 Uiso 1 1 calc R . . C9 C 0.4225(4) 0.0775(4) 0.5685(4) 0.0229(15) Uani 1 1 d . . . H9 H 0.3999 0.0230 0.5703 0.027 Uiso 1 1 calc R . . C10 C 0.4561(4) 0.1127(4) 0.6388(4) 0.0214(15) Uani 1 1 d . . . H10 H 0.4552 0.0831 0.6889 0.026 Uiso 1 1 calc R . . C11 C 0.4912(5) 0.1916(4) 0.6359(4) 0.0260(16) Uani 1 1 d . . . H11 H 0.5155 0.2153 0.6840 0.031 Uiso 1 1 calc R . . C12 C 0.4914(4) 0.2366(4) 0.5630(4) 0.0218(14) Uani 1 1 d . . . H12 H 0.5155 0.2905 0.5611 0.026 Uiso 1 1 calc R . . C13 C 0.3324(4) 0.3272(4) 0.4106(4) 0.0160(13) Uani 1 1 d . . . C14 C 0.2930(4) 0.3354(4) 0.4866(4) 0.0179(14) Uani 1 1 d . . . H14 H 0.3196 0.3122 0.5339 0.022 Uiso 1 1 calc R . . C15 C 0.2145(4) 0.3778(4) 0.4926(4) 0.0230(15) Uani 1 1 d . . . H15 H 0.1864 0.3831 0.5443 0.028 Uiso 1 1 calc R . . C16 C 0.1758(4) 0.4129(4) 0.4233(4) 0.0240(16) Uani 1 1 d . . . H16 H 0.1225 0.4431 0.4282 0.029 Uiso 1 1 calc R . . C17 C 0.2156(4) 0.4036(4) 0.3469(4) 0.0246(16) Uani 1 1 d . . . H17 H 0.1889 0.4262 0.2994 0.030 Uiso 1 1 calc R . . C18 C 0.2949(4) 0.3607(4) 0.3410(4) 0.0232(15) Uani 1 1 d . . . H18 H 0.3231 0.3545 0.2894 0.028 Uiso 1 1 calc R . . Cl1 Cl 0.16179(14) 0.18219(14) 0.22221(12) 0.0448(5) Uani 1 1 d . . . Cl2 Cl 0.18828(15) 0.11987(17) 0.38840(13) 0.0607(7) Uani 1 1 d . . . C19 C 0.2298(5) 0.1252(5) 0.2887(4) 0.039(2) Uani 1 1 d . . . H19A H 0.2364 0.0687 0.2669 0.046 Uiso 1 1 calc R . . H19B H 0.2890 0.1507 0.2901 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 Zr1 0.0125(4) 0.0146(4) 0.0110(4) 0.000 0.0000(4) 0.000 As1 0.0163(3) 0.0164(3) 0.0123(3) -0.0004(3) 0.0012(3) 0.0020(3) F1 0.0211(19) 0.019(2) 0.027(2) -0.0054(16) 0.0037(17) 0.0056(16) F2 0.0194(19) 0.026(2) 0.021(2) -0.0064(17) -0.0060(16) 0.0020(16) O1 0.022(2) 0.021(2) 0.011(2) -0.0005(18) 0.0023(19) -0.0001(19) C1 0.023(3) 0.022(4) 0.014(3) -0.006(3) 0.004(3) -0.006(3) C2 0.031(4) 0.022(4) 0.077(6) -0.004(4) 0.007(4) -0.006(3) C3 0.042(5) 0.027(5) 0.088(7) 0.003(5) 0.010(5) -0.007(4) C4 0.030(4) 0.033(5) 0.046(5) -0.005(4) 0.007(4) -0.015(4) C5 0.020(4) 0.044(5) 0.022(4) -0.006(3) -0.003(3) -0.006(3) C6 0.026(4) 0.025(4) 0.022(4) 0.003(3) -0.003(3) 0.004(3) C7 0.019(3) 0.022(3) 0.015(3) -0.002(3) 0.000(3) 0.005(3) C8 0.018(3) 0.018(3) 0.017(3) 0.000(3) -0.003(3) 0.003(3) C9 0.019(3) 0.025(4) 0.024(4) 0.001(3) 0.000(3) 0.000(3) C10 0.024(4) 0.027(4) 0.013(3) 0.009(3) 0.002(3) 0.011(3) C11 0.033(4) 0.029(4) 0.016(3) -0.003(3) -0.003(3) 0.012(3) C12 0.028(4) 0.019(3) 0.018(3) -0.005(3) 0.000(3) 0.000(3) C13 0.022(3) 0.016(3) 0.011(3) -0.001(3) 0.005(3) 0.001(3) C14 0.020(3) 0.015(3) 0.018(3) 0.000(3) -0.001(3) 0.006(3) C15 0.025(3) 0.024(4) 0.020(3) -0.001(3) 0.001(3) -0.001(3) C16 0.014(3) 0.019(4) 0.039(4) -0.008(3) 0.003(3) 0.003(3) C17 0.027(4) 0.023(4) 0.024(4) -0.003(3) -0.002(3) 0.010(3) C18 0.034(4) 0.019(4) 0.017(3) -0.001(3) 0.005(3) 0.000(3) Cl1 0.0493(12) 0.0497(13) 0.0354(11) -0.0027(10) -0.0070(10) 0.0122(10) Cl2 0.0579(15) 0.0868(19) 0.0375(12) 0.0051(13) 0.0055(11) 0.0290(14) C19 0.026(4) 0.055(6) 0.035(4) 0.002(4) -0.002(3) 0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 F1 1.973(3) 3_655 ? Zr1 F1 1.973(3) . ? Zr1 F2 1.995(3) 3_655 ? Zr1 F2 1.995(3) . ? Zr1 O1 2.125(4) . ? Zr1 O1 2.125(4) 3_655 ? As1 O1 1.680(4) . ? As1 C1 1.911(6) . ? As1 C13 1.913(6) . ? As1 C7 1.914(6) . ? C1 C2 1.380(9) . ? C1 C6 1.393(8) . ? C2 C3 1.394(10) . ? C2 H2 0.9500 . ? C3 C4 1.363(10) . ? C3 H3 0.9500 . ? C4 C5 1.385(10) . ? C4 H4 0.9500 . ? C5 C6 1.392(9) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.389(8) . ? C7 C8 1.397(8) . ? C8 C9 1.394(8) . ? C8 H8 0.9500 . ? C9 C10 1.381(9) . ? C9 H9 0.9500 . ? C10 C11 1.390(9) . ? C10 H10 0.9500 . ? C11 C12 1.397(9) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.385(8) . ? C13 C18 1.383(8) . ? C14 C15 1.380(8) . ? C14 H14 0.9500 . ? C15 C16 1.397(9) . ? C15 H15 0.9500 . ? C16 C17 1.394(9) . ? C16 H16 0.9500 . ? C17 C18 1.395(8) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? Cl1 C19 1.761(7) . ? Cl2 C19 1.749(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? 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 F1 Zr1 F1 93.1(2) 3_655 . ? F1 Zr1 F2 95.21(14) 3_655 3_655 ? F1 Zr1 F2 88.99(15) . 3_655 ? F1 Zr1 F2 88.99(15) 3_655 . ? F1 Zr1 F2 95.21(14) . . ? F2 Zr1 F2 173.9(2) 3_655 . ? F1 Zr1 O1 89.54(15) 3_655 . ? F1 Zr1 O1 174.79(15) . . ? F2 Zr1 O1 86.28(15) 3_655 . ? F2 Zr1 O1 89.34(15) . . ? F1 Zr1 O1 174.79(15) 3_655 3_655 ? F1 Zr1 O1 89.54(15) . 3_655 ? F2 Zr1 O1 89.34(15) 3_655 3_655 ? F2 Zr1 O1 86.28(15) . 3_655 ? O1 Zr1 O1 88.2(2) . 3_655 ? O1 As1 C1 112.2(2) . . ? O1 As1 C13 106.5(2) . . ? C1 As1 C13 109.2(3) . . ? O1 As1 C7 111.9(2) . . ? C1 As1 C7 109.1(3) . . ? C13 As1 C7 107.8(3) . . ? As1 O1 Zr1 138.5(2) . . ? C2 C1 C6 120.7(6) . . ? C2 C1 As1 120.6(5) . . ? C6 C1 As1 118.7(5) . . ? C1 C2 C3 119.5(7) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 120.3(8) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.6(7) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 120.1(6) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C1 118.9(6) . . ? C5 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? C12 C7 C8 121.7(6) . . ? C12 C7 As1 118.1(5) . . ? C8 C7 As1 119.8(5) . . ? C9 C8 C7 118.5(6) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C10 C9 C8 120.9(6) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 119.7(6) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 120.9(6) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C7 C12 C11 118.4(6) . . ? C7 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C14 C13 C18 121.4(6) . . ? C14 C13 As1 120.8(5) . . ? C18 C13 As1 117.7(5) . . ? C15 C14 C13 119.0(6) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 120.6(6) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 119.9(6) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C18 C17 C16 119.3(6) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C13 C18 C17 119.7(6) . . ? C13 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? Cl2 C19 Cl1 112.9(4) . . ? Cl2 C19 H19A 109.0 . . ? Cl1 C19 H19A 109.0 . . ? Cl2 C19 H19B 109.0 . . ? Cl1 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.620 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.123 data_12wz503b _database_code_depnum_ccdc_archive 'CCDC 890607' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-05-04 _audit_author_name 'Zhang, Wenjian' _chemical_name_systematic ; bis(2,2'-bipyridine-N,N')tetrafluorozirconium(IV) ; # 2,2'-bipyridyl = C10H8N2 = bipy # 2,2'-bipyridyl (chemspider) # 2,2'-bipyridine (chemspider systematic name) # 2,2'-bipyridine (iLab defaults & selected options) # 2-(2-pyridyl)pyridine (chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H16 F4 N4 Zr' _chemical_formula_sum 'C20 H16 F4 N4 Zr' _chemical_formula_weight 479.59 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' F F 0.0171 0.0103 '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 'C c' _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 12.991(4) _cell_length_b 13.134(4) _cell_length_c 11.714(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.919(7) _cell_angle_gamma 90.00 _cell_volume 1962.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4278 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.906 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ; Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, VHF VariMax' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ Superbright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4178 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2920 _reflns_number_gt 2672 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 'w=1/[\s^2^(Fo^2^)+(0.0435P)^2^+10.5762P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(9) _chemical_absolute_configuration ad _refine_ls_number_reflns 2920 _refine_ls_number_parameters 262 _refine_ls_number_restraints 144 _refine_ls_R_factor_all 0.0420 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.117 _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 0.22823(10) 0.24946(3) 0.48738(12) 0.01221(13) Uani 1 1 d . . . F1 F 0.3382(3) 0.1527(3) 0.5601(3) 0.0284(8) Uani 1 1 d . . . F2 F 0.1210(2) 0.2101(2) 0.5800(3) 0.0232(7) Uani 1 1 d . . . F3 F 0.1230(3) 0.2798(3) 0.3444(3) 0.0330(9) Uani 1 1 d . . . F4 F 0.3306(3) 0.3564(3) 0.4645(4) 0.0389(10) Uani 1 1 d . . . N1 N 0.3049(4) 0.1885(5) 0.3220(5) 0.0309(12) Uani 1 1 d . . . N2 N 0.1712(4) 0.0779(4) 0.4163(5) 0.0293(12) Uani 1 1 d . . . N3 N 0.2952(4) 0.3184(4) 0.6831(5) 0.0296(12) Uani 1 1 d . . . N4 N 0.1474(4) 0.4137(4) 0.5271(5) 0.0260(12) Uani 1 1 d . . . C1 C 0.3702(6) 0.2478(8) 0.2762(7) 0.060(2) Uani 1 1 d U . . H1 H 0.3850 0.3142 0.3071 0.072 Uiso 1 1 calc R . . C2 C 0.4180(7) 0.2158(10) 0.1838(8) 0.080(2) Uani 1 1 d U . . H2 H 0.4653 0.2586 0.1535 0.096 Uiso 1 1 calc R . . C3 C 0.3928(7) 0.1185(11) 0.1387(9) 0.096(3) Uani 1 1 d U . . H3 H 0.4234 0.0935 0.0767 0.115 Uiso 1 1 calc R . . C4 C 0.3253(7) 0.0606(10) 0.1836(9) 0.081(2) Uani 1 1 d U . . H4 H 0.3059 -0.0043 0.1508 0.097 Uiso 1 1 calc R . . C5 C 0.2833(5) 0.0945(7) 0.2777(8) 0.0556(18) Uani 1 1 d U . . C6 C 0.2125(5) 0.0332(6) 0.3318(8) 0.0481(16) Uani 1 1 d U . . C7 C 0.1906(6) -0.0689(7) 0.3012(10) 0.069(2) Uani 1 1 d U . . H7 H 0.2208 -0.0996 0.2419 0.082 Uiso 1 1 calc R . . C8 C 0.1255(7) -0.1242(6) 0.3571(11) 0.077(2) Uani 1 1 d U . . H8 H 0.1103 -0.1935 0.3377 0.092 Uiso 1 1 calc R . . C9 C 0.0847(7) -0.0787(6) 0.4386(10) 0.070(2) Uani 1 1 d U . . H9 H 0.0379 -0.1156 0.4764 0.084 Uiso 1 1 calc R . . C10 C 0.1081(6) 0.0220(5) 0.4706(8) 0.049(2) Uani 1 1 d U . . H10 H 0.0793 0.0517 0.5315 0.059 Uiso 1 1 calc R . . C11 C 0.3675(6) 0.2686(8) 0.7617(7) 0.057(2) Uani 1 1 d U . . H11 H 0.3975 0.2080 0.7378 0.068 Uiso 1 1 calc R . . C12 C 0.3999(6) 0.3009(11) 0.8741(8) 0.081(3) Uani 1 1 d U . . H12 H 0.4531 0.2651 0.9253 0.097 Uiso 1 1 calc R . . C13 C 0.3557(7) 0.3828(11) 0.9101(10) 0.094(3) Uani 1 1 d U . . H13 H 0.3725 0.4028 0.9894 0.112 Uiso 1 1 calc R . . C14 C 0.2845(6) 0.4395(10) 0.8311(9) 0.078(2) Uani 1 1 d U . . H14 H 0.2558 0.5008 0.8547 0.093 Uiso 1 1 calc R . . C15 C 0.2562(5) 0.4052(7) 0.7187(8) 0.0500(17) Uani 1 1 d U . . C16 C 0.1820(5) 0.4616(5) 0.6296(8) 0.0420(15) Uani 1 1 d U . . C17 C 0.1467(6) 0.5594(6) 0.6481(11) 0.065(2) Uani 1 1 d U . . H17 H 0.1723 0.5934 0.7193 0.078 Uiso 1 1 calc R . . C18 C 0.0750(7) 0.6065(6) 0.5633(12) 0.074(2) Uani 1 1 d U . . H18 H 0.0504 0.6729 0.5758 0.089 Uiso 1 1 calc R . . C19 C 0.0394(6) 0.5571(5) 0.4611(11) 0.0618(19) Uani 1 1 d U . . H19 H -0.0104 0.5882 0.4014 0.074 Uiso 1 1 calc R . . C20 C 0.0773(5) 0.4609(5) 0.4465(8) 0.0451(18) Uani 1 1 d U . . H20 H 0.0524 0.4265 0.3753 0.054 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 0.01577(19) 0.01097(19) 0.0105(2) 0.00078(19) 0.00400(14) 0.00190(17) F1 0.0299(17) 0.0219(17) 0.028(2) -0.0029(16) -0.0080(15) 0.0122(14) F2 0.0263(16) 0.0242(17) 0.0219(19) -0.0007(16) 0.0116(14) -0.0074(13) F3 0.042(2) 0.038(2) 0.0168(19) 0.0063(18) -0.0013(16) 0.0194(17) F4 0.043(2) 0.0299(19) 0.054(3) -0.006(2) 0.036(2) -0.0130(16) N1 0.022(2) 0.053(3) 0.020(3) -0.013(3) 0.007(2) 0.005(2) N2 0.024(2) 0.022(3) 0.038(3) -0.013(2) -0.004(2) 0.003(2) N3 0.022(2) 0.044(3) 0.023(3) -0.013(3) 0.005(2) -0.001(2) N4 0.024(2) 0.013(2) 0.044(3) -0.001(2) 0.016(2) 0.0032(18) C1 0.028(3) 0.131(7) 0.026(4) -0.024(4) 0.020(3) -0.012(4) C2 0.043(4) 0.166(6) 0.040(4) -0.043(5) 0.029(3) -0.021(4) C3 0.051(4) 0.182(7) 0.061(5) -0.071(5) 0.026(4) -0.015(5) C4 0.044(4) 0.132(6) 0.066(5) -0.079(5) 0.012(3) -0.004(4) C5 0.018(3) 0.091(4) 0.057(4) -0.058(4) 0.006(3) -0.001(3) C6 0.022(3) 0.049(3) 0.066(4) -0.044(3) -0.010(3) 0.009(2) C7 0.038(3) 0.051(3) 0.101(6) -0.056(4) -0.026(3) 0.018(3) C8 0.056(4) 0.029(3) 0.124(6) -0.031(4) -0.036(4) 0.010(3) C9 0.071(5) 0.023(3) 0.102(6) -0.003(4) -0.017(4) -0.017(3) C10 0.049(4) 0.017(3) 0.074(6) 0.000(3) -0.005(4) -0.008(3) C11 0.031(3) 0.112(7) 0.024(4) -0.029(4) -0.005(3) 0.009(4) C12 0.040(4) 0.162(7) 0.035(4) -0.056(5) -0.009(3) 0.020(4) C13 0.038(4) 0.176(7) 0.062(4) -0.082(5) -0.005(3) 0.013(4) C14 0.025(3) 0.128(6) 0.078(4) -0.082(4) 0.005(3) 0.001(3) C15 0.020(3) 0.067(4) 0.064(4) -0.051(3) 0.011(3) -0.008(2) C16 0.023(3) 0.035(3) 0.077(4) -0.031(3) 0.031(3) -0.013(2) C17 0.037(3) 0.042(3) 0.129(6) -0.048(4) 0.047(3) -0.007(3) C18 0.042(4) 0.038(4) 0.158(7) -0.019(4) 0.057(4) 0.002(3) C19 0.036(3) 0.025(3) 0.133(6) 0.015(4) 0.038(4) 0.016(3) C20 0.033(3) 0.017(3) 0.089(6) 0.016(3) 0.023(4) 0.011(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 Zr1 F1 1.980(3) . ? Zr1 F4 1.987(4) . ? Zr1 F2 1.989(3) . ? Zr1 F3 1.991(4) . ? Zr1 N3 2.465(5) . ? Zr1 N2 2.467(5) . ? Zr1 N1 2.473(5) . ? Zr1 N4 2.482(5) . ? N1 C1 1.337(11) . ? N1 C5 1.349(10) . ? N2 C6 1.346(9) . ? N2 C10 1.346(10) . ? N3 C15 1.346(9) . ? N3 C11 1.353(10) . ? N4 C20 1.333(9) . ? N4 C16 1.355(9) . ? C1 C2 1.409(11) . ? C1 H1 0.9500 . ? C2 C3 1.398(16) . ? C2 H2 0.9500 . ? C3 C4 1.341(16) . ? C3 H3 0.9500 . ? C4 C5 1.391(11) . ? C4 H4 0.9500 . ? C5 C6 1.456(13) . ? C6 C7 1.403(10) . ? C7 C8 1.371(16) . ? C7 H7 0.9500 . ? C8 C9 1.320(16) . ? C8 H8 0.9500 . ? C9 C10 1.392(10) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.370(11) . ? C11 H11 0.9500 . ? C12 C13 1.326(15) . ? C12 H12 0.9500 . ? C13 C14 1.393(17) . ? C13 H13 0.9500 . ? C14 C15 1.375(12) . ? C14 H14 0.9500 . ? C15 C16 1.479(12) . ? C16 C17 1.393(10) . ? C17 C18 1.373(16) . ? C17 H17 0.9500 . ? C18 C19 1.363(15) . ? C18 H18 0.9500 . ? C19 C20 1.378(9) . ? C19 H19 0.9500 . ? C20 H20 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 F1 Zr1 F4 93.72(17) . . ? F1 Zr1 F2 96.96(16) . . ? F4 Zr1 F2 144.38(15) . . ? F1 Zr1 F3 144.60(16) . . ? F4 Zr1 F3 96.62(19) . . ? F2 Zr1 F3 94.04(16) . . ? F1 Zr1 N3 74.71(17) . . ? F4 Zr1 N3 74.84(19) . . ? F2 Zr1 N3 75.43(16) . . ? F3 Zr1 N3 140.70(17) . . ? F1 Zr1 N2 72.87(15) . . ? F4 Zr1 N2 139.99(18) . . ? F2 Zr1 N2 75.54(17) . . ? F3 Zr1 N2 77.56(17) . . ? N3 Zr1 N2 132.83(19) . . ? F1 Zr1 N1 76.39(18) . . ? F4 Zr1 N1 75.16(18) . . ? F2 Zr1 N1 140.42(17) . . ? F3 Zr1 N1 73.77(17) . . ? N3 Zr1 N1 136.35(17) . . ? N2 Zr1 N1 65.1(2) . . ? F1 Zr1 N4 140.67(19) . . ? F4 Zr1 N4 74.26(16) . . ? F2 Zr1 N4 76.03(16) . . ? F3 Zr1 N4 74.69(18) . . ? N3 Zr1 N4 66.05(19) . . ? N2 Zr1 N4 138.29(17) . . ? N1 Zr1 N4 132.51(19) . . ? C1 N1 C5 118.7(7) . . ? C1 N1 Zr1 120.4(5) . . ? C5 N1 Zr1 120.9(5) . . ? C6 N2 C10 118.2(6) . . ? C6 N2 Zr1 120.7(5) . . ? C10 N2 Zr1 120.6(5) . . ? C15 N3 C11 116.9(6) . . ? C15 N3 Zr1 120.8(5) . . ? C11 N3 Zr1 122.2(5) . . ? C20 N4 C16 118.6(6) . . ? C20 N4 Zr1 121.8(5) . . ? C16 N4 Zr1 119.2(4) . . ? N1 C1 C2 122.7(10) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 117.2(10) . . ? C3 C2 H2 121.4 . . ? C1 C2 H2 121.4 . . ? C4 C3 C2 119.6(8) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.9(10) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? N1 C5 C4 120.9(9) . . ? N1 C5 C6 116.1(6) . . ? C4 C5 C6 122.9(8) . . ? N2 C6 C7 121.0(9) . . ? N2 C6 C5 116.9(6) . . ? C7 C6 C5 122.1(8) . . ? C8 C7 C6 119.9(9) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C9 C8 C7 118.3(8) . . ? C9 C8 H8 120.9 . . ? C7 C8 H8 120.9 . . ? C8 C9 C10 121.9(10) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? N2 C10 C9 120.8(9) . . ? N2 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? N3 C11 C12 123.4(9) . . ? N3 C11 H11 118.3 . . ? C12 C11 H11 118.3 . . ? C13 C12 C11 119.0(10) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C12 C13 C14 119.7(9) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 119.0(9) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? N3 C15 C14 121.8(9) . . ? N3 C15 C16 116.1(6) . . ? C14 C15 C16 122.1(8) . . ? N4 C16 C17 120.1(8) . . ? N4 C16 C15 117.1(6) . . ? C17 C16 C15 122.8(8) . . ? C18 C17 C16 120.1(10) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 119.5(7) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 118.3(9) . . ? C18 C19 H19 120.8 . . ? C20 C19 H19 120.8 . . ? N4 C20 C19 123.4(9) . . ? N4 C20 H20 118.3 . . ? C19 C20 H20 118.3 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.434 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.096 data_12slbkwl3 _database_code_depnum_ccdc_archive 'CCDC 890608' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-05-24 _audit_author_name 'Webster, M.' _chemical_name_systematic ; cis-tetrafluoro-bis(trimethylphosphane oxide)hafnium(IV) ; # Me3PO = C3H9OP # trimethylphosphane oxide (Chemspider) # trimethylphosphine oxide (iLab name (defaults)) # dimethylphosphorylmethane (chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H18 F4 Hf O2 P2' _chemical_formula_sum 'C6 H18 F4 Hf O2 P2' _chemical_formula_weight 438.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'C 2/c' _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.932(7) _cell_length_b 12.701(5) _cell_length_c 14.612(5) _cell_angle_alpha 90.00 _cell_angle_beta 128.905(11) _cell_angle_gamma 90.00 _cell_volume 2734.2(17) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2002 _cell_measurement_theta_min 8.1 _cell_measurement_theta_max 29.8 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 7.892 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.102 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4797 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0040 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 7.75 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4798 _reflns_number_gt 4700 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _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. The crystal was a twin. A solution emerged from the twinned data but did not refine well. The data were reprocessed using the Rigaku Twinsolve tool of Crystalclear, creating an HKLF5 shelxl file for use in the refinement. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0622P)^2^+341.3300P] 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 4798 _refine_ls_number_parameters 143 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.2000 _refine_ls_wR_factor_gt 0.1992 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.107 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Hf1 Hf 0.24679(3) 0.86525(4) 0.22975(4) 0.0124(2) Uani 1 1 d . . . P1 P 0.06513(19) 0.7191(3) 0.0102(2) 0.0119(6) Uani 1 1 d . . . P2 P 0.19609(19) 1.0244(3) 0.0034(2) 0.0120(6) Uani 1 1 d D . . F1 F 0.3392(5) 0.8389(7) 0.2089(6) 0.0193(16) Uani 1 1 d . . . F2 F 0.2974(5) 0.7555(8) 0.3529(6) 0.0232(17) Uani 1 1 d . . . F3 F 0.1412(5) 0.8905(7) 0.2258(7) 0.0214(17) Uani 1 1 d . . . F4 F 0.3233(5) 0.9719(8) 0.3527(6) 0.026(2) Uani 1 1 d . . . O1 O 0.1638(5) 0.7531(8) 0.0946(7) 0.0139(18) Uani 1 1 d . . . O2 O 0.1907(6) 0.9811(8) 0.0968(7) 0.0143(18) Uani 1 1 d . . . C1 C 0.0532(8) 0.6223(12) -0.0883(10) 0.014(3) Uani 1 1 d . . . H1A H 0.0598 0.6563 -0.1428 0.022 Uiso 1 1 calc R . . H1B H -0.0069 0.5895 -0.1329 0.022 Uiso 1 1 calc R . . H1C H 0.1002 0.5683 -0.0430 0.022 Uiso 1 1 calc R . . C2 C 0.0306(9) 0.6610(13) 0.0888(12) 0.019(3) Uani 1 1 d . . . H2A H 0.0725 0.6039 0.1390 0.029 Uiso 1 1 calc R . . H2B H -0.0310 0.6326 0.0326 0.029 Uiso 1 1 calc R . . H2C H 0.0315 0.7146 0.1378 0.029 Uiso 1 1 calc R . . C3 C -0.0058(9) 0.8295(14) -0.0717(12) 0.023(3) Uani 1 1 d . . . H3A H 0.0109 0.8883 -0.0181 0.034 Uiso 1 1 calc R . . H3B H -0.0694 0.8104 -0.1128 0.034 Uiso 1 1 calc R . . H3C H 0.0022 0.8505 -0.1293 0.034 Uiso 1 1 calc R . . C4 C 0.1917(8) 0.9222(10) -0.0837(10) 0.014(3) Uani 1 1 d D . . H4A H 0.2371 0.8684 -0.0320 0.021 Uiso 1 1 calc R . . H4B H 0.2044 0.9517 -0.1339 0.021 Uiso 1 1 calc R . . H4C H 0.1311 0.8903 -0.1329 0.021 Uiso 1 1 calc R . . C5 C 0.2972(8) 1.0988(12) 0.0706(10) 0.016(3) Uani 1 1 d D . . H5A H 0.2882 1.1701 0.0874 0.024 Uiso 1 1 calc R . . H5B H 0.3120 1.1027 0.0174 0.024 Uiso 1 1 calc R . . H5C H 0.3471 1.0648 0.1442 0.024 Uiso 1 1 calc R . . C6 C 0.1030(7) 1.1121(11) -0.0889(10) 0.016(3) Uani 1 1 d D . . H6A H 0.0462 1.0762 -0.1194 0.024 Uiso 1 1 calc R . . H6B H 0.1010 1.1344 -0.1547 0.024 Uiso 1 1 calc R . . H6C H 0.1106 1.1740 -0.0434 0.024 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 0.0093(3) 0.0170(3) 0.0097(3) -0.0008(2) 0.0053(2) -0.0035(2) P1 0.0061(12) 0.0145(16) 0.0133(13) -0.0001(12) 0.0053(11) -0.0023(12) P2 0.0113(12) 0.0132(16) 0.0135(13) 0.0001(12) 0.0088(11) 0.0000(13) F1 0.018(3) 0.024(4) 0.015(3) -0.001(3) 0.009(3) -0.002(3) F2 0.017(3) 0.034(5) 0.018(3) 0.009(4) 0.011(3) 0.001(4) F3 0.019(3) 0.028(4) 0.027(4) -0.003(4) 0.019(3) 0.002(3) F4 0.018(3) 0.032(5) 0.013(3) -0.007(4) 0.002(3) -0.011(4) O1 0.005(3) 0.018(5) 0.018(4) -0.005(4) 0.007(3) -0.005(4) O2 0.021(4) 0.011(4) 0.015(4) 0.006(4) 0.013(3) -0.003(4) C1 0.012(5) 0.017(8) 0.011(5) -0.003(5) 0.006(4) -0.002(5) C2 0.015(5) 0.022(8) 0.024(6) -0.004(6) 0.014(5) -0.001(6) C3 0.017(5) 0.029(9) 0.027(7) 0.005(6) 0.016(5) -0.006(6) C4 0.012(5) 0.013(7) 0.019(6) -0.004(5) 0.012(5) -0.002(5) C5 0.017(5) 0.018(7) 0.022(6) 0.009(5) 0.016(5) 0.004(5) C6 0.011(5) 0.023(8) 0.018(6) 0.000(5) 0.010(5) 0.000(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 F4 1.973(9) . ? Hf1 F1 1.983(7) . ? Hf1 F2 1.983(8) . ? Hf1 F3 1.990(7) . ? Hf1 O2 2.116(9) . ? Hf1 O1 2.121(9) . ? P1 O1 1.518(8) . ? P1 C3 1.784(17) . ? P1 C1 1.797(13) . ? P1 C2 1.799(14) . ? P2 O2 1.532(8) . ? P2 C5 1.778(12) . ? P2 C4 1.782(11) . ? P2 C6 1.784(11) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 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 F4 Hf1 F1 92.4(3) . . ? F4 Hf1 F2 89.8(4) . . ? F1 Hf1 F2 92.9(3) . . ? F4 Hf1 F3 93.7(4) . . ? F1 Hf1 F3 171.8(3) . . ? F2 Hf1 F3 92.5(3) . . ? F4 Hf1 O2 91.0(4) . . ? F1 Hf1 O2 87.6(3) . . ? F2 Hf1 O2 179.0(3) . . ? F3 Hf1 O2 86.9(3) . . ? F4 Hf1 O1 178.7(4) . . ? F1 Hf1 O1 87.3(3) . . ? F2 Hf1 O1 91.5(4) . . ? F3 Hf1 O1 86.4(3) . . ? O2 Hf1 O1 87.8(4) . . ? O1 P1 C3 110.2(6) . . ? O1 P1 C1 108.5(6) . . ? C3 P1 C1 109.7(7) . . ? O1 P1 C2 110.7(6) . . ? C3 P1 C2 109.2(6) . . ? C1 P1 C2 108.5(7) . . ? O2 P2 C5 110.4(5) . . ? O2 P2 C4 112.0(6) . . ? C5 P2 C4 109.5(6) . . ? O2 P2 C6 108.1(6) . . ? C5 P2 C6 107.2(7) . . ? C4 P2 C6 109.5(6) . . ? P1 O1 Hf1 139.6(6) . . ? P2 O2 Hf1 142.3(6) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? P2 C4 H4A 109.5 . . ? P2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? P2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag # F4 Hf1 O1 P1 -85(16) . . . . ? # F2 Hf1 O2 P2 -114(22) . . . . ? C3 P1 O1 Hf1 53.6(10) . . . . ? C1 P1 O1 Hf1 173.7(8) . . . . ? C2 P1 O1 Hf1 -67.3(11) . . . . ? F1 Hf1 O1 P1 -162.4(9) . . . . ? F2 Hf1 O1 P1 104.7(9) . . . . ? F3 Hf1 O1 P1 12.3(9) . . . . ? O2 Hf1 O1 P1 -74.7(9) . . . . ? C5 P2 O2 Hf1 -73.9(11) . . . . ? C4 P2 O2 Hf1 48.4(11) . . . . ? C6 P2 O2 Hf1 169.2(9) . . . . ? F4 Hf1 O2 P2 102.3(10) . . . . ? F1 Hf1 O2 P2 9.9(9) . . . . ? F3 Hf1 O2 P2 -164.0(10) . . . . ? O1 Hf1 O2 P2 -77.5(10) . . . . ? _diffrn_measured_fraction_theta_max 0.795 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.795 _refine_diff_density_max 2.211 _refine_diff_density_min -3.917 _refine_diff_density_rms 0.434 data_2012dcp028 _database_code_depnum_ccdc_archive 'CCDC 890609' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-06-22 _audit_author_name 'Pugh, D.C.' _chemical_name_systematic ; tris(1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium) tri(mu~2~-fluoro)dodecafluorotrizirconium(IV) tetrahydrofuran solvate dichloromethane solvate ; # [C27H37N2]+ # 1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-imidazol-2-ylium # (ACD iLab defaults) # 1,3-bis[2,6-di(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylium # (ACD iLab selected options) # 1,3-bis(2,6-Di-isopropylphenyl)imidazolium (CSD name) # 1,3-bis(2,6-Di-isopropylphenyl)-1H-imidazol-3-ium (CSD name) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '3(C27 H37 N2 1+), F15 Zr3 3-, 4(C4 H8 O), 0.55(C H2 Cl2)' _chemical_formula_sum 'C97.55 H144.10 Cl1.10 F15 N6 O4 Zr3' _chemical_formula_weight 2062.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 15.935(4) _cell_length_b 17.240(4) _cell_length_c 21.679(7) _cell_angle_alpha 81.698(16) _cell_angle_beta 85.337(17) _cell_angle_gamma 66.454(13) _cell_volume 5401(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13959 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 31.4 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2154.2 _exptl_absorpt_coefficient_mu 0.382 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9737 _exptl_absorpt_correction_T_max 0.9924 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device 'AFC12 (Right): Kappa 3 circle' _diffrn_measurement_device_type 'Rigaku Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46126 _diffrn_reflns_av_R_equivalents 0.0707 _diffrn_reflns_av_sigmaI/netI 0.0988 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.03 _reflns_number_total 19032 _reflns_number_gt 15511 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. The THF molecules all exhibited positional disorder. Attempts to model this anisotropically failed, hence they were left as isotropic atoms in order to retain a sensible geometry. ; _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^)+(0.0616P)^2^+23.9188P] 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 19032 _refine_ls_number_parameters 1062 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1229 _refine_ls_R_factor_gt 0.1010 _refine_ls_wR_factor_ref 0.2231 _refine_ls_wR_factor_gt 0.2098 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr1 Zr 0.11208(4) 0.09936(4) 0.23777(3) 0.02517(17) Uani 1 1 d . . . Zr2 Zr 0.35871(4) 0.12999(4) 0.24596(3) 0.02621(17) Uani 1 1 d . . . Zr3 Zr 0.11218(4) 0.34240(4) 0.23872(3) 0.02494(17) Uani 1 1 d . . . F1 F 0.2501(3) 0.0889(2) 0.24055(19) 0.0347(9) Uani 1 1 d . . . F2 F 0.2505(2) 0.2522(2) 0.24592(18) 0.0329(9) Uani 1 1 d . . . F3 F 0.0865(3) 0.2305(2) 0.23613(18) 0.0325(9) Uani 1 1 d . . . F4 F -0.0189(3) 0.1293(3) 0.2357(2) 0.0389(10) Uani 1 1 d . . . F5 F 0.1479(3) -0.0235(2) 0.2425(2) 0.0399(10) Uani 1 1 d . . . F6 F 0.1290(3) 0.1108(3) 0.14657(18) 0.0383(10) Uani 1 1 d . . . F7 F 0.1115(3) 0.0889(3) 0.33000(19) 0.0473(11) Uani 1 1 d . . . F8 F 0.4474(3) 0.0134(3) 0.2426(2) 0.0454(11) Uani 1 1 d . . . F9 F 0.3580(3) 0.1525(3) 0.15375(18) 0.0411(10) Uani 1 1 d . . . F10 F 0.3434(3) 0.1149(3) 0.3375(2) 0.0534(13) Uani 1 1 d . . . F11 F 0.4473(3) 0.1815(3) 0.2497(2) 0.0401(10) Uani 1 1 d . . . F12 F 0.1333(3) 0.3447(2) 0.14692(17) 0.0348(9) Uani 1 1 d . . . F13 F 0.1548(3) 0.4341(2) 0.23974(19) 0.0361(10) Uani 1 1 d . . . F14 F -0.0171(3) 0.4166(2) 0.23107(19) 0.0358(10) Uani 1 1 d . . . F15 F 0.1041(3) 0.3224(3) 0.33046(18) 0.0419(10) Uani 1 1 d . . . N1 N 0.3689(4) 0.5065(4) 0.2588(3) 0.0331(14) Uani 1 1 d . . . N2 N 0.4881(4) 0.3875(4) 0.2606(3) 0.0317(13) Uani 1 1 d . . . N3 N 0.0969(4) 0.1573(4) 0.4989(3) 0.0314(13) Uani 1 1 d . . . N4 N 0.2227(4) 0.1738(4) 0.5079(3) 0.0353(14) Uani 1 1 d . . . N5 N 0.2528(4) 0.1172(3) 0.9913(2) 0.0261(12) Uani 1 1 d . . . N6 N 0.1464(4) 0.2420(3) 0.9975(2) 0.0244(12) Uani 1 1 d . . . C1 C 0.3126(5) 0.5961(4) 0.2618(4) 0.0359(18) Uani 1 1 d . . . C2 C 0.2964(6) 0.6252(5) 0.3205(4) 0.044(2) Uani 1 1 d . . . C3 C 0.2421(6) 0.7124(5) 0.3212(5) 0.054(2) Uani 1 1 d . . . H3 H 0.2292 0.7356 0.3598 0.065 Uiso 1 1 calc R . . C4 C 0.2069(6) 0.7653(6) 0.2669(5) 0.054(2) Uani 1 1 d . . . H4 H 0.1710 0.8242 0.2683 0.065 Uiso 1 1 calc R . . C5 C 0.2238(6) 0.7328(5) 0.2115(4) 0.051(2) Uani 1 1 d . . . H5 H 0.1975 0.7700 0.1750 0.061 Uiso 1 1 calc R . . C6 C 0.2782(5) 0.6470(5) 0.2057(4) 0.0424(19) Uani 1 1 d . . . C7 C 0.3356(7) 0.5693(6) 0.3809(4) 0.060(3) Uani 1 1 d . . . H7 H 0.3622 0.5087 0.3719 0.072 Uiso 1 1 calc R . . C8 C 0.2622(10) 0.5769(7) 0.4317(5) 0.099(5) Uani 1 1 d . . . H8A H 0.2877 0.5325 0.4667 0.148 Uiso 1 1 calc R . . H8B H 0.2106 0.5701 0.4151 0.148 Uiso 1 1 calc R . . H8C H 0.2411 0.6331 0.4462 0.148 Uiso 1 1 calc R . . C9 C 0.4138(9) 0.5884(8) 0.4025(5) 0.095(4) Uani 1 1 d . . . H9A H 0.4653 0.5716 0.3724 0.143 Uiso 1 1 calc R . . H9B H 0.4337 0.5563 0.4435 0.143 Uiso 1 1 calc R . . H9C H 0.3925 0.6496 0.4053 0.143 Uiso 1 1 calc R . . C10 C 0.3013(6) 0.6126(6) 0.1436(4) 0.050(2) Uani 1 1 d . . . H10 H 0.3272 0.5490 0.1516 0.060 Uiso 1 1 calc R . . C11 C 0.2175(9) 0.6410(11) 0.1046(6) 0.133(7) Uani 1 1 d . . . H11A H 0.1734 0.6194 0.1264 0.199 Uiso 1 1 calc R . . H11B H 0.2353 0.6186 0.0644 0.199 Uiso 1 1 calc R . . H11C H 0.1895 0.7034 0.0977 0.199 Uiso 1 1 calc R . . C12 C 0.3731(9) 0.6394(7) 0.1083(5) 0.097(4) Uani 1 1 d . . . H12A H 0.3472 0.7013 0.0966 0.146 Uiso 1 1 calc R . . H12B H 0.3927 0.6108 0.0706 0.146 Uiso 1 1 calc R . . H12C H 0.4258 0.6234 0.1348 0.146 Uiso 1 1 calc R . . C13 C 0.4605(5) 0.4712(5) 0.2637(3) 0.0355(17) Uani 1 1 d . . . H13 H 0.4986 0.5003 0.2684 0.043 Uiso 1 1 calc R . . C14 C 0.3377(5) 0.4425(5) 0.2538(3) 0.0329(16) Uani 1 1 d . . . H14 H 0.2758 0.4496 0.2506 0.039 Uiso 1 1 calc R . . C15 C 0.4120(5) 0.3690(5) 0.2543(3) 0.0320(16) Uani 1 1 d . . . H15 H 0.4126 0.3145 0.2510 0.038 Uiso 1 1 calc R . . C16 C 0.5826(5) 0.3273(5) 0.2673(4) 0.0370(17) Uani 1 1 d . . . C17 C 0.6394(5) 0.3153(5) 0.2133(4) 0.0403(18) Uani 1 1 d . . . C18 C 0.7303(5) 0.2586(5) 0.2212(4) 0.046(2) Uani 1 1 d . . . H18 H 0.7715 0.2491 0.1862 0.055 Uiso 1 1 calc R . . C19 C 0.7610(6) 0.2166(5) 0.2785(4) 0.051(2) Uani 1 1 d . . . H19 H 0.8233 0.1784 0.2828 0.061 Uiso 1 1 calc R . . C20 C 0.7034(6) 0.2284(6) 0.3302(4) 0.055(2) Uani 1 1 d . . . H20 H 0.7262 0.1978 0.3695 0.066 Uiso 1 1 calc R . . C21 C 0.6123(5) 0.2844(5) 0.3257(4) 0.044(2) Uani 1 1 d . . . C22 C 0.6046(5) 0.3646(5) 0.1493(4) 0.045(2) Uani 1 1 d . . . H22 H 0.5365 0.3834 0.1500 0.053 Uiso 1 1 calc R . . C23 C 0.6444(6) 0.3098(7) 0.0964(4) 0.067(3) Uani 1 1 d . . . H23A H 0.7101 0.2969 0.0913 0.100 Uiso 1 1 calc R . . H23B H 0.6137 0.3407 0.0576 0.100 Uiso 1 1 calc R . . H23C H 0.6350 0.2565 0.1063 0.100 Uiso 1 1 calc R . . C24 C 0.6267(7) 0.4447(6) 0.1366(5) 0.066(3) Uani 1 1 d . . . H24A H 0.6032 0.4787 0.1714 0.099 Uiso 1 1 calc R . . H24B H 0.5979 0.4787 0.0980 0.099 Uiso 1 1 calc R . . H24C H 0.6932 0.4276 0.1323 0.099 Uiso 1 1 calc R . . C25 C 0.5471(6) 0.2955(6) 0.3831(4) 0.054(2) Uani 1 1 d . . . H25 H 0.4872 0.3421 0.3701 0.065 Uiso 1 1 calc R . . C26 C 0.5797(7) 0.3232(8) 0.4352(5) 0.079(3) Uani 1 1 d . . . H26A H 0.6343 0.2763 0.4528 0.119 Uiso 1 1 calc R . . H26B H 0.5314 0.3390 0.4676 0.119 Uiso 1 1 calc R . . H26C H 0.5948 0.3724 0.4194 0.119 Uiso 1 1 calc R . . C27 C 0.5290(7) 0.2141(7) 0.4030(5) 0.078(3) Uani 1 1 d . . . H27A H 0.5852 0.1680 0.4193 0.117 Uiso 1 1 calc R . . H27B H 0.5098 0.1977 0.3669 0.117 Uiso 1 1 calc R . . H27C H 0.4806 0.2249 0.4354 0.117 Uiso 1 1 calc R . . C28 C 0.0040(5) 0.1633(4) 0.5114(3) 0.0316(16) Uani 1 1 d . . . C29 C -0.0111(5) 0.1078(5) 0.5616(3) 0.0363(17) Uani 1 1 d . . . C30 C -0.1011(6) 0.1152(5) 0.5728(4) 0.0416(19) Uani 1 1 d . . . H30 H -0.1146 0.0790 0.6058 0.050 Uiso 1 1 calc R . . C31 C -0.1716(6) 0.1748(5) 0.5363(4) 0.0424(19) Uani 1 1 d . . . H31 H -0.2326 0.1790 0.5445 0.051 Uiso 1 1 calc R . . C32 C -0.1529(5) 0.2289(5) 0.4874(3) 0.0383(18) Uani 1 1 d . . . H32 H -0.2018 0.2700 0.4632 0.046 Uiso 1 1 calc R . . C33 C -0.0649(5) 0.2232(5) 0.4740(3) 0.0347(17) Uani 1 1 d . . . C34 C 0.0641(6) 0.0404(5) 0.6006(3) 0.0400(18) Uani 1 1 d . . . H34 H 0.1236 0.0422 0.5836 0.048 Uiso 1 1 calc R . . C35 C 0.0676(6) -0.0482(5) 0.5958(4) 0.048(2) Uani 1 1 d . . . H35A H 0.0119 -0.0533 0.6152 0.072 Uiso 1 1 calc R . . H35B H 0.1213 -0.0913 0.6174 0.072 Uiso 1 1 calc R . . H35C H 0.0717 -0.0570 0.5518 0.072 Uiso 1 1 calc R . . C36 C 0.0547(8) 0.0569(6) 0.6686(4) 0.066(3) Uani 1 1 d . . . H36A H 0.0535 0.1137 0.6709 0.099 Uiso 1 1 calc R . . H36B H 0.1068 0.0138 0.6918 0.099 Uiso 1 1 calc R . . H36C H -0.0023 0.0538 0.6870 0.099 Uiso 1 1 calc R . . C37 C -0.0461(5) 0.2826(5) 0.4204(3) 0.0375(18) Uani 1 1 d . . . H37 H 0.0218 0.2607 0.4135 0.045 Uiso 1 1 calc R . . C38 C -0.0870(6) 0.2831(5) 0.3592(3) 0.047(2) Uani 1 1 d . . . H38A H -0.0608 0.2255 0.3467 0.070 Uiso 1 1 calc R . . H38B H -0.0731 0.3225 0.3268 0.070 Uiso 1 1 calc R . . H38C H -0.1536 0.3015 0.3646 0.070 Uiso 1 1 calc R . . C39 C -0.0768(7) 0.3720(5) 0.4389(4) 0.056(2) Uani 1 1 d . . . H39A H -0.1437 0.3974 0.4430 0.084 Uiso 1 1 calc R . . H39B H -0.0562 0.4071 0.4067 0.084 Uiso 1 1 calc R . . H39C H -0.0501 0.3689 0.4788 0.084 Uiso 1 1 calc R . . C40 C 0.1398(5) 0.1899(5) 0.5323(3) 0.0345(17) Uani 1 1 d . . . H40 H 0.1146 0.2195 0.5675 0.041 Uiso 1 1 calc R . . C41 C 0.1577(5) 0.1184(5) 0.4515(3) 0.0392(18) Uani 1 1 d . . . H41 H 0.1462 0.0892 0.4213 0.047 Uiso 1 1 calc R . . C42 C 0.2347(5) 0.1301(5) 0.4566(3) 0.0425(19) Uani 1 1 d . . . H42 H 0.2877 0.1119 0.4302 0.051 Uiso 1 1 calc R . . C43 C 0.2854(5) 0.2071(5) 0.5281(4) 0.0425(19) Uani 1 1 d . . . C44 C 0.3497(7) 0.1560(6) 0.5733(4) 0.062(3) Uani 1 1 d . . . C45 C 0.4068(7) 0.1920(7) 0.5929(5) 0.071(3) Uani 1 1 d . . . H45 H 0.4513 0.1606 0.6236 0.085 Uiso 1 1 calc R . . C46 C 0.3980(7) 0.2726(7) 0.5676(5) 0.067(3) Uani 1 1 d . . . H46 H 0.4368 0.2961 0.5815 0.080 Uiso 1 1 calc R . . C47 C 0.3351(6) 0.3203(6) 0.5229(4) 0.057(2) Uani 1 1 d . . . H47 H 0.3311 0.3758 0.5065 0.068 Uiso 1 1 calc R . . C48 C 0.2775(6) 0.2880(5) 0.5016(4) 0.044(2) Uani 1 1 d . . . C49 C 0.3564(9) 0.0680(7) 0.6012(6) 0.093(4) Uani 1 1 d . . . H49 H 0.3226 0.0488 0.5739 0.112 Uiso 1 1 calc R . . C50 C 0.3086(16) 0.0728(12) 0.6670(7) 0.193(11) Uani 1 1 d . . . H50A H 0.3380 0.0952 0.6938 0.290 Uiso 1 1 calc R . . H50B H 0.3141 0.0157 0.6853 0.290 Uiso 1 1 calc R . . H50C H 0.2438 0.1106 0.6631 0.290 Uiso 1 1 calc R . . C51 C 0.4549(12) 0.0058(9) 0.6021(12) 0.213(13) Uani 1 1 d . . . H51A H 0.4810 0.0043 0.5596 0.320 Uiso 1 1 calc R . . H51B H 0.4582 -0.0512 0.6192 0.320 Uiso 1 1 calc R . . H51C H 0.4897 0.0237 0.6282 0.320 Uiso 1 1 calc R . . C52 C 0.2083(6) 0.3409(6) 0.4524(4) 0.053(2) Uani 1 1 d . . . H52 H 0.1779 0.3044 0.4409 0.064 Uiso 1 1 calc R . . C53 C 0.1335(7) 0.4187(7) 0.4778(5) 0.075(3) Uani 1 1 d . . . H53A H 0.1039 0.3998 0.5149 0.113 Uiso 1 1 calc R . . H53B H 0.0877 0.4497 0.4459 0.113 Uiso 1 1 calc R . . H53C H 0.1610 0.4564 0.4889 0.113 Uiso 1 1 calc R . . C54 C 0.2562(7) 0.3658(7) 0.3933(4) 0.065(3) Uani 1 1 d . . . H54A H 0.2885 0.4001 0.4033 0.098 Uiso 1 1 calc R . . H54B H 0.2105 0.3991 0.3618 0.098 Uiso 1 1 calc R . . H54C H 0.3002 0.3142 0.3770 0.098 Uiso 1 1 calc R . . C55 C 0.3096(5) 0.0370(4) 0.9679(3) 0.0291(15) Uani 1 1 d . . . C56 C 0.3789(5) 0.0360(5) 0.9240(3) 0.0356(17) Uani 1 1 d . . . C57 C 0.4314(6) -0.0410(5) 0.9016(4) 0.049(2) Uani 1 1 d . . . H57 H 0.4790 -0.0443 0.8715 0.059 Uiso 1 1 calc R . . C58 C 0.4144(6) -0.1127(5) 0.9232(4) 0.049(2) Uani 1 1 d . . . H58 H 0.4504 -0.1648 0.9071 0.059 Uiso 1 1 calc R . . C59 C 0.3466(6) -0.1108(5) 0.9675(4) 0.047(2) Uani 1 1 d . . . H59 H 0.3377 -0.1616 0.9823 0.057 Uiso 1 1 calc R . . C60 C 0.2910(5) -0.0349(4) 0.9909(3) 0.0334(16) Uani 1 1 d . . . C61 C 0.3972(5) 0.1160(5) 0.8989(4) 0.0407(19) Uani 1 1 d . . . H61 H 0.3560 0.1633 0.9226 0.049 Uiso 1 1 calc R . . C62 C 0.4976(6) 0.1009(6) 0.9109(5) 0.061(3) Uani 1 1 d . . . H62A H 0.5092 0.0849 0.9556 0.091 Uiso 1 1 calc R . . H62B H 0.5074 0.1534 0.8969 0.091 Uiso 1 1 calc R . . H62C H 0.5395 0.0550 0.8879 0.091 Uiso 1 1 calc R . . C63 C 0.3739(6) 0.1428(6) 0.8305(4) 0.058(2) Uani 1 1 d . . . H63A H 0.4151 0.0985 0.8058 0.087 Uiso 1 1 calc R . . H63B H 0.3812 0.1964 0.8165 0.087 Uiso 1 1 calc R . . H63C H 0.3104 0.1507 0.8250 0.087 Uiso 1 1 calc R . . C64 C 0.2167(5) -0.0325(5) 1.0400(3) 0.0376(18) Uani 1 1 d . . . H64 H 0.1834 0.0281 1.0483 0.045 Uiso 1 1 calc R . . C65 C 0.2555(7) -0.0847(7) 1.1007(4) 0.087(4) Uani 1 1 d . . . H65A H 0.2788 -0.1455 1.0959 0.130 Uiso 1 1 calc R . . H65B H 0.2073 -0.0719 1.1334 0.130 Uiso 1 1 calc R . . H65C H 0.3055 -0.0708 1.1124 0.130 Uiso 1 1 calc R . . C66 C 0.1479(10) -0.0609(14) 1.0168(6) 0.166(9) Uani 1 1 d . . . H66A H 0.1127 -0.0183 0.9834 0.249 Uiso 1 1 calc R . . H66B H 0.1063 -0.0669 1.0512 0.249 Uiso 1 1 calc R . . H66C H 0.1802 -0.1158 1.0006 0.249 Uiso 1 1 calc R . . C67 C 0.1782(4) 0.1755(4) 0.9646(3) 0.0275(15) Uani 1 1 d . . . H67 H 0.1516 0.1710 0.9283 0.033 Uiso 1 1 calc R . . C68 C 0.2696(4) 0.1466(4) 1.0434(3) 0.0266(15) Uani 1 1 d . . . H68 H 0.3188 0.1170 1.0710 0.032 Uiso 1 1 calc R . . C69 C 0.2039(4) 0.2247(4) 1.0478(3) 0.0244(14) Uani 1 1 d . . . H69 H 0.1977 0.2607 1.0786 0.029 Uiso 1 1 calc R . . C70 C 0.0692(5) 0.3216(4) 0.9802(3) 0.0306(16) Uani 1 1 d . . . C71 C 0.0820(5) 0.3782(4) 0.9307(3) 0.0325(16) Uani 1 1 d . . . C72 C 0.0071(5) 0.4542(5) 0.9156(4) 0.0389(18) Uani 1 1 d . . . H72 H 0.0127 0.4940 0.8820 0.047 Uiso 1 1 calc R . . C73 C -0.0750(5) 0.4728(5) 0.9482(4) 0.0425(19) Uani 1 1 d . . . H73 H -0.1251 0.5252 0.9374 0.051 Uiso 1 1 calc R . . C74 C -0.0847(5) 0.4149(5) 0.9972(4) 0.0391(18) Uani 1 1 d . . . H74 H -0.1419 0.4285 1.0191 0.047 Uiso 1 1 calc R . . C75 C -0.0130(5) 0.3377(4) 1.0149(3) 0.0315(16) Uani 1 1 d . . . C76 C 0.1708(5) 0.3593(5) 0.8929(3) 0.0372(17) Uani 1 1 d . . . H76 H 0.2182 0.3069 0.9148 0.045 Uiso 1 1 calc R . . C77 C 0.1584(7) 0.3383(6) 0.8282(4) 0.056(2) Uani 1 1 d . . . H77A H 0.1403 0.2897 0.8334 0.084 Uiso 1 1 calc R . . H77B H 0.2163 0.3241 0.8042 0.084 Uiso 1 1 calc R . . H77C H 0.1108 0.3879 0.8060 0.084 Uiso 1 1 calc R . . C78 C 0.2061(6) 0.4297(5) 0.8869(4) 0.050(2) Uani 1 1 d . . . H78A H 0.1635 0.4806 0.8624 0.076 Uiso 1 1 calc R . . H78B H 0.2665 0.4109 0.8659 0.076 Uiso 1 1 calc R . . H78C H 0.2111 0.4432 0.9285 0.076 Uiso 1 1 calc R . . C79 C -0.0230(5) 0.2736(5) 1.0679(4) 0.0363(17) Uani 1 1 d . . . H79 H 0.0396 0.2372 1.0838 0.044 Uiso 1 1 calc R . . C80 C -0.0820(5) 0.3149(5) 1.1228(4) 0.046(2) Uani 1 1 d . . . H80A H -0.0578 0.3530 1.1372 0.069 Uiso 1 1 calc R . . H80B H -0.0810 0.2705 1.1568 0.069 Uiso 1 1 calc R . . H80C H -0.1451 0.3478 1.1094 0.069 Uiso 1 1 calc R . . C81 C -0.0608(7) 0.2153(5) 1.0444(5) 0.059(2) Uani 1 1 d . . . H81A H -0.1224 0.2491 1.0287 0.089 Uiso 1 1 calc R . . H81B H -0.0636 0.1725 1.0787 0.089 Uiso 1 1 calc R . . H81C H -0.0207 0.1867 1.0107 0.089 Uiso 1 1 calc R . . O1 O 0.6132(7) 0.5248(7) 0.2912(5) 0.117(3) Uiso 1 1 d . . . O2 O 0.3886(5) 0.4161(4) 0.0932(3) 0.0700(19) Uiso 1 1 d . . . O3 O 0.1212(5) 0.1187(4) 0.8522(3) 0.0722(19) Uiso 1 1 d . . . O4 O 1.0674(5) 0.2812(4) 0.6460(3) 0.0667(18) Uiso 1 1 d . . . C82 C 0.6185(12) 0.6098(11) 0.2788(8) 0.144(6) Uiso 1 1 d . . . H82A H 0.5657 0.6542 0.2975 0.172 Uiso 1 1 calc R . . H82B H 0.6235 0.6277 0.2336 0.172 Uiso 1 1 calc R . . C83 C 0.7110(11) 0.5878(10) 0.3134(8) 0.127(5) Uiso 1 1 d . . . H83A H 0.7387 0.6296 0.2986 0.152 Uiso 1 1 calc R . . H83B H 0.7011 0.5856 0.3592 0.152 Uiso 1 1 calc R . . C84 C 0.7637(8) 0.5090(8) 0.2962(6) 0.089(4) Uiso 1 1 d . . . H84A H 0.8151 0.4784 0.3250 0.107 Uiso 1 1 calc R . . H84B H 0.7893 0.5143 0.2534 0.107 Uiso 1 1 calc R . . C85 C 0.7036(10) 0.4630(10) 0.2991(7) 0.121(5) Uiso 1 1 d . . . H85A H 0.7208 0.4255 0.2657 0.145 Uiso 1 1 calc R . . H85B H 0.7085 0.4274 0.3399 0.145 Uiso 1 1 calc R . . C86 C 0.4043(7) 0.4332(6) 0.0279(4) 0.061(2) Uiso 1 1 d . . . H86A H 0.4574 0.4498 0.0205 0.073 Uiso 1 1 calc R . . H86B H 0.3499 0.4807 0.0092 0.073 Uiso 1 1 calc R . . C87 C 0.4231(7) 0.3528(6) -0.0014(5) 0.061(2) Uiso 1 1 d . . . H87A H 0.4053 0.3659 -0.0456 0.073 Uiso 1 1 calc R . . H87B H 0.4882 0.3132 0.0017 0.073 Uiso 1 1 calc R . . C88 C 0.3615(7) 0.3178(6) 0.0392(4) 0.061(3) Uiso 1 1 d . . . H88A H 0.2988 0.3423 0.0229 0.074 Uiso 1 1 calc R . . H88B H 0.3856 0.2549 0.0413 0.074 Uiso 1 1 calc R . . C89 C 0.3620(6) 0.3438(6) 0.1019(4) 0.057(2) Uiso 1 1 d . . . H89A H 0.3003 0.3599 0.1220 0.068 Uiso 1 1 calc R . . H89B H 0.4059 0.2960 0.1289 0.068 Uiso 1 1 calc R . . C90 C 0.0284(9) 0.1150(9) 0.8454(7) 0.109(4) Uiso 1 1 d . . . H90A H -0.0130 0.1370 0.8811 0.130 Uiso 1 1 calc R . . H90B H -0.0005 0.1497 0.8065 0.130 Uiso 1 1 calc R . . C91 C 0.0459(8) 0.0257(8) 0.8437(6) 0.086(3) Uiso 1 1 d . . . H91A H 0.0251 0.0022 0.8836 0.104 Uiso 1 1 calc R . . H91B H 0.0114 0.0205 0.8096 0.104 Uiso 1 1 calc R . . C92 C 0.1409(9) -0.0209(9) 0.8339(6) 0.101(4) Uiso 1 1 d . . . H92A H 0.1528 -0.0502 0.7961 0.121 Uiso 1 1 calc R . . H92B H 0.1675 -0.0637 0.8703 0.121 Uiso 1 1 calc R . . C93 C 0.1782(7) 0.0448(7) 0.8262(5) 0.071(3) Uiso 1 1 d . . . H93A H 0.2386 0.0214 0.8460 0.085 Uiso 1 1 calc R . . H93B H 0.1878 0.0601 0.7812 0.085 Uiso 1 1 calc R . . C94 C 0.9726(11) 0.3129(10) 0.6621(8) 0.128(5) Uiso 1 1 d . . . H94A H 0.9571 0.2684 0.6885 0.154 Uiso 1 1 calc R . . H94B H 0.9356 0.3314 0.6241 0.154 Uiso 1 1 calc R . . C95 C 0.9543(9) 0.3883(8) 0.6977(6) 0.094(4) Uiso 1 1 d . . . H95A H 0.9585 0.3703 0.7432 0.113 Uiso 1 1 calc R . . H95B H 0.8929 0.4335 0.6886 0.113 Uiso 1 1 calc R . . C96 C 1.0297(8) 0.4195(8) 0.6736(6) 0.092(4) Uiso 1 1 d . . . H96A H 1.0139 0.4572 0.6336 0.110 Uiso 1 1 calc R . . H96B H 1.0440 0.4493 0.7045 0.110 Uiso 1 1 calc R . . C97 C 1.1075(8) 0.3340(8) 0.6655(6) 0.091(4) Uiso 1 1 d . . . H97A H 1.1527 0.3417 0.6337 0.109 Uiso 1 1 calc R . . H97B H 1.1391 0.3079 0.7053 0.109 Uiso 1 1 calc R . . Cl1 Cl 0.3603(5) 0.8527(4) 0.3457(3) 0.109(2) Uiso 0.55 1 d PD . . Cl2 Cl 0.4286(5) 0.7716(5) 0.2386(4) 0.120(2) Uiso 0.55 1 d PD . . C98 C 0.3638(9) 0.8674(8) 0.2640(5) 0.041(3) Uiso 0.55 1 d PD . . H98A H 0.3010 0.8891 0.2480 0.050 Uiso 0.55 1 calc PR . . H98B H 0.3909 0.9094 0.2486 0.050 Uiso 0.55 1 calc PR . . 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 0.0271(3) 0.0242(3) 0.0232(3) -0.0013(3) 0.0002(3) -0.0097(3) Zr2 0.0230(3) 0.0265(4) 0.0259(4) -0.0046(3) -0.0004(3) -0.0061(3) Zr3 0.0251(3) 0.0235(3) 0.0246(3) -0.0060(3) 0.0030(3) -0.0074(3) F1 0.029(2) 0.031(2) 0.043(2) -0.0014(18) -0.0011(18) -0.0114(18) F2 0.027(2) 0.031(2) 0.036(2) -0.0052(18) -0.0022(17) -0.0056(17) F3 0.031(2) 0.026(2) 0.039(2) -0.0042(17) -0.0004(17) -0.0100(18) F4 0.031(2) 0.038(2) 0.047(3) -0.007(2) 0.0006(19) -0.0132(19) F5 0.045(3) 0.027(2) 0.045(3) 0.0006(19) -0.006(2) -0.013(2) F6 0.046(3) 0.036(2) 0.028(2) -0.0060(18) 0.0054(18) -0.013(2) F7 0.061(3) 0.065(3) 0.028(2) -0.005(2) -0.001(2) -0.037(3) F8 0.032(2) 0.027(2) 0.070(3) -0.010(2) 0.001(2) -0.0029(19) F9 0.040(2) 0.055(3) 0.028(2) -0.011(2) 0.0024(18) -0.017(2) F10 0.044(3) 0.073(3) 0.032(2) 0.001(2) -0.002(2) -0.014(2) F11 0.031(2) 0.033(2) 0.055(3) -0.011(2) -0.0057(19) -0.0083(19) F12 0.039(2) 0.032(2) 0.029(2) -0.0095(17) 0.0061(17) -0.0087(19) F13 0.033(2) 0.034(2) 0.042(2) -0.0088(19) 0.0024(18) -0.0129(19) F14 0.029(2) 0.030(2) 0.045(3) -0.0064(19) 0.0042(18) -0.0087(18) F15 0.049(3) 0.051(3) 0.028(2) -0.009(2) 0.0083(19) -0.023(2) N1 0.032(3) 0.031(3) 0.038(3) -0.008(3) 0.006(3) -0.014(3) N2 0.028(3) 0.029(3) 0.037(3) -0.005(3) 0.000(3) -0.011(3) N3 0.038(3) 0.037(3) 0.019(3) -0.003(3) 0.000(2) -0.015(3) N4 0.038(4) 0.042(4) 0.027(3) -0.005(3) -0.003(3) -0.016(3) N5 0.028(3) 0.026(3) 0.024(3) -0.007(2) 0.005(2) -0.010(3) N6 0.024(3) 0.020(3) 0.024(3) -0.001(2) -0.003(2) -0.004(2) C1 0.032(4) 0.026(4) 0.054(5) -0.014(4) 0.010(3) -0.014(3) C2 0.052(5) 0.039(5) 0.049(5) -0.016(4) 0.010(4) -0.024(4) C3 0.057(6) 0.045(5) 0.068(6) -0.028(5) 0.025(5) -0.026(5) C4 0.049(5) 0.037(5) 0.074(7) -0.014(5) 0.015(5) -0.014(4) C5 0.054(5) 0.037(5) 0.063(6) -0.002(4) 0.003(4) -0.021(4) C6 0.042(5) 0.032(4) 0.057(5) -0.008(4) 0.005(4) -0.019(4) C7 0.091(7) 0.042(5) 0.044(5) -0.015(4) 0.009(5) -0.020(5) C8 0.171(13) 0.060(7) 0.063(7) -0.014(6) 0.048(8) -0.052(8) C9 0.153(12) 0.105(10) 0.052(7) -0.005(6) -0.031(7) -0.072(9) C10 0.055(5) 0.042(5) 0.051(5) -0.004(4) -0.007(4) -0.017(4) C11 0.088(10) 0.188(16) 0.094(10) -0.070(11) -0.033(8) -0.003(10) C12 0.137(12) 0.079(8) 0.079(8) -0.026(7) 0.053(8) -0.051(8) C13 0.035(4) 0.037(4) 0.036(4) -0.016(3) 0.005(3) -0.014(3) C14 0.039(4) 0.039(4) 0.032(4) -0.010(3) 0.006(3) -0.025(4) C15 0.034(4) 0.032(4) 0.032(4) -0.004(3) 0.000(3) -0.015(3) C16 0.028(4) 0.035(4) 0.047(5) -0.008(4) -0.004(3) -0.009(3) C17 0.035(4) 0.039(4) 0.044(5) -0.009(4) 0.004(3) -0.010(4) C18 0.041(5) 0.050(5) 0.047(5) -0.010(4) 0.012(4) -0.019(4) C19 0.036(5) 0.045(5) 0.058(6) -0.009(4) -0.001(4) -0.002(4) C20 0.044(5) 0.053(6) 0.053(6) -0.003(4) -0.002(4) -0.004(4) C21 0.034(4) 0.041(5) 0.049(5) -0.009(4) -0.001(4) -0.005(4) C22 0.034(4) 0.060(5) 0.042(5) -0.007(4) 0.004(3) -0.022(4) C23 0.056(6) 0.098(8) 0.046(6) -0.018(5) 0.006(4) -0.028(6) C24 0.069(7) 0.055(6) 0.065(7) 0.004(5) 0.007(5) -0.021(5) C25 0.048(5) 0.064(6) 0.042(5) -0.004(4) 0.001(4) -0.013(5) C26 0.069(7) 0.120(10) 0.060(7) -0.028(7) 0.007(5) -0.045(7) C27 0.074(8) 0.082(8) 0.079(8) -0.010(6) 0.011(6) -0.033(6) C28 0.040(4) 0.035(4) 0.022(4) -0.008(3) 0.003(3) -0.016(3) C29 0.048(5) 0.038(4) 0.027(4) -0.008(3) 0.003(3) -0.021(4) C30 0.055(5) 0.035(4) 0.032(4) -0.002(3) 0.010(4) -0.017(4) C31 0.043(5) 0.048(5) 0.035(4) -0.009(4) 0.015(4) -0.018(4) C32 0.035(4) 0.039(4) 0.032(4) 0.001(3) 0.004(3) -0.007(4) C33 0.040(4) 0.034(4) 0.029(4) -0.006(3) 0.007(3) -0.014(3) C34 0.053(5) 0.038(4) 0.031(4) 0.002(3) -0.004(3) -0.021(4) C35 0.051(5) 0.041(5) 0.044(5) -0.002(4) -0.001(4) -0.012(4) C36 0.110(9) 0.056(6) 0.033(5) -0.001(4) -0.020(5) -0.032(6) C37 0.034(4) 0.040(4) 0.035(4) -0.001(3) 0.006(3) -0.013(4) C38 0.056(5) 0.046(5) 0.032(4) 0.004(4) 0.001(4) -0.018(4) C39 0.083(7) 0.042(5) 0.045(5) 0.001(4) 0.012(5) -0.032(5) C40 0.048(5) 0.042(4) 0.016(3) -0.003(3) 0.000(3) -0.020(4) C41 0.036(4) 0.053(5) 0.029(4) -0.016(4) 0.003(3) -0.015(4) C42 0.041(5) 0.051(5) 0.027(4) -0.010(4) -0.004(3) -0.007(4) C43 0.046(5) 0.057(5) 0.034(4) -0.012(4) -0.003(3) -0.027(4) C44 0.079(7) 0.061(6) 0.052(6) 0.001(5) -0.019(5) -0.032(6) C45 0.072(7) 0.090(8) 0.056(6) -0.007(6) -0.025(5) -0.034(6) C46 0.072(7) 0.093(8) 0.056(6) -0.017(6) -0.003(5) -0.052(6) C47 0.066(6) 0.074(7) 0.045(5) -0.001(5) -0.006(4) -0.044(5) C48 0.048(5) 0.057(5) 0.037(4) -0.001(4) 0.003(4) -0.035(4) C49 0.109(10) 0.073(8) 0.100(10) 0.016(7) -0.069(8) -0.034(7) C50 0.39(3) 0.21(2) 0.079(11) 0.063(12) -0.075(15) -0.23(2) C51 0.167(18) 0.058(9) 0.40(3) 0.029(14) -0.19(2) -0.019(10) C52 0.059(6) 0.058(6) 0.053(6) 0.006(4) -0.005(4) -0.036(5) C53 0.070(7) 0.069(7) 0.076(7) 0.016(6) 0.002(6) -0.026(6) C54 0.085(7) 0.078(7) 0.051(6) 0.004(5) -0.005(5) -0.055(6) C55 0.028(4) 0.033(4) 0.027(4) -0.008(3) 0.001(3) -0.010(3) C56 0.031(4) 0.033(4) 0.039(4) -0.008(3) 0.002(3) -0.009(3) C57 0.042(5) 0.048(5) 0.051(5) -0.014(4) 0.022(4) -0.012(4) C58 0.047(5) 0.032(4) 0.056(5) -0.016(4) 0.017(4) -0.002(4) C59 0.054(5) 0.027(4) 0.055(5) -0.014(4) 0.018(4) -0.010(4) C60 0.035(4) 0.032(4) 0.033(4) -0.009(3) 0.007(3) -0.013(3) C61 0.032(4) 0.042(5) 0.045(5) -0.006(4) 0.016(3) -0.014(4) C62 0.046(5) 0.063(6) 0.073(7) 0.013(5) -0.005(5) -0.027(5) C63 0.054(6) 0.060(6) 0.047(5) 0.014(4) 0.002(4) -0.017(5) C64 0.035(4) 0.036(4) 0.040(4) -0.006(3) 0.014(3) -0.014(4) C65 0.075(7) 0.079(8) 0.050(6) 0.024(5) 0.028(5) 0.011(6) C66 0.134(12) 0.40(3) 0.076(9) -0.101(13) 0.060(8) -0.205(17) C67 0.029(4) 0.025(4) 0.027(4) 0.002(3) -0.004(3) -0.010(3) C68 0.022(3) 0.028(4) 0.026(4) -0.001(3) -0.002(3) -0.006(3) C69 0.026(3) 0.025(4) 0.022(3) -0.002(3) -0.002(3) -0.010(3) C70 0.032(4) 0.021(4) 0.035(4) -0.003(3) -0.003(3) -0.006(3) C71 0.035(4) 0.022(4) 0.032(4) 0.001(3) -0.005(3) -0.003(3) C72 0.040(4) 0.029(4) 0.042(5) 0.006(3) -0.005(3) -0.010(3) C73 0.037(4) 0.027(4) 0.049(5) 0.003(4) -0.011(4) 0.002(3) C74 0.035(4) 0.033(4) 0.042(5) 0.001(3) 0.000(3) -0.008(3) C75 0.027(4) 0.024(4) 0.034(4) 0.002(3) -0.005(3) -0.002(3) C76 0.045(5) 0.030(4) 0.029(4) 0.003(3) -0.003(3) -0.009(4) C77 0.074(7) 0.052(5) 0.033(5) 0.002(4) 0.000(4) -0.019(5) C78 0.056(5) 0.038(5) 0.049(5) 0.005(4) 0.006(4) -0.013(4) C79 0.023(4) 0.034(4) 0.047(5) 0.009(3) -0.003(3) -0.010(3) C80 0.032(4) 0.053(5) 0.044(5) 0.002(4) 0.000(4) -0.012(4) C81 0.070(6) 0.040(5) 0.070(7) -0.001(5) 0.008(5) -0.029(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 F4 1.942(4) . ? Zr1 F5 1.951(4) . ? Zr1 F6 1.966(4) . ? Zr1 F7 1.981(4) . ? Zr1 F3 2.126(4) . ? Zr1 F1 2.139(4) . ? Zr2 F8 1.950(4) . ? Zr2 F11 1.957(4) . ? Zr2 F10 1.971(4) . ? Zr2 F9 1.981(4) . ? Zr2 F2 2.124(4) . ? Zr2 F1 2.132(4) . ? Zr3 F14 1.949(4) . ? Zr3 F13 1.957(4) . ? Zr3 F15 1.972(4) . ? Zr3 F12 1.988(4) . ? Zr3 F2 2.133(4) . ? Zr3 F3 2.135(4) . ? N1 C13 1.344(9) . ? N1 C14 1.399(9) . ? N1 C1 1.453(9) . ? N2 C13 1.339(9) . ? N2 C15 1.393(9) . ? N2 C16 1.452(9) . ? N3 C40 1.347(9) . ? N3 C41 1.401(9) . ? N3 C28 1.447(9) . ? N4 C40 1.319(9) . ? N4 C42 1.390(9) . ? N4 C43 1.457(9) . ? N5 C67 1.322(8) . ? N5 C68 1.388(8) . ? N5 C55 1.455(8) . ? N6 C67 1.338(8) . ? N6 C69 1.403(8) . ? N6 C70 1.454(8) . ? C1 C2 1.400(10) . ? C1 C6 1.402(11) . ? C2 C3 1.406(11) . ? C2 C7 1.525(12) . ? C3 C4 1.387(13) . ? C3 H3 0.9500 . ? C4 C5 1.360(12) . ? C4 H4 0.9500 . ? C5 C6 1.404(11) . ? C5 H5 0.9500 . ? C6 C10 1.507(11) . ? C7 C8 1.519(13) . ? C7 C9 1.532(14) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.510(13) . ? C10 C12 1.512(13) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 0.9500 . ? C14 C15 1.345(10) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.386(11) . ? C16 C17 1.407(10) . ? C17 C18 1.394(11) . ? C17 C22 1.537(11) . ? C18 C19 1.366(12) . ? C18 H18 0.9500 . ? C19 C20 1.375(11) . ? C19 H19 0.9500 . ? C20 C21 1.387(11) . ? C20 H20 0.9500 . ? C21 C25 1.538(11) . ? C22 C23 1.526(11) . ? C22 C24 1.539(12) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.490(12) . ? C25 C27 1.538(13) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C33 1.388(10) . ? C28 C29 1.415(10) . ? C29 C30 1.392(10) . ? C29 C34 1.507(10) . ? C30 C31 1.389(11) . ? C30 H30 0.9500 . ? C31 C32 1.401(10) . ? C31 H31 0.9500 . ? C32 C33 1.377(10) . ? C32 H32 0.9500 . ? C33 C37 1.526(10) . ? C34 C35 1.525(10) . ? C34 C36 1.526(10) . ? C34 H34 1.0000 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C39 1.522(11) . ? C37 C38 1.524(10) . ? C37 H37 1.0000 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40 0.9500 . ? C41 C42 1.336(11) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C48 1.390(11) . ? C43 C44 1.406(12) . ? C44 C45 1.408(13) . ? C44 C49 1.515(14) . ? C45 C46 1.374(14) . ? C45 H45 0.9500 . ? C46 C47 1.376(13) . ? C46 H46 0.9500 . ? C47 C48 1.385(11) . ? C47 H47 0.9500 . ? C48 C52 1.513(11) . ? C49 C51 1.506(19) . ? C49 C50 1.56(2) . ? C49 H49 1.0000 . ? 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 C54 1.534(11) . ? C52 C53 1.535(13) . ? C52 H52 1.0000 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.393(10) . ? C55 C60 1.402(10) . ? C56 C57 1.390(10) . ? C56 C61 1.536(10) . ? C57 C58 1.378(11) . ? C57 H57 0.9500 . ? C58 C59 1.380(11) . ? C58 H58 0.9500 . ? C59 C60 1.394(10) . ? C59 H59 0.9500 . ? C60 C64 1.520(9) . ? C61 C63 1.517(11) . ? C61 C62 1.553(11) . ? C61 H61 1.0000 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 C65 1.506(11) . ? C64 C66 1.511(13) . ? C64 H64 1.0000 . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 H67 0.9500 . ? C68 C69 1.346(9) . ? C68 H68 0.9500 . ? C69 H69 0.9500 . ? C70 C71 1.402(10) . ? C70 C75 1.404(9) . ? C71 C72 1.392(9) . ? C71 C76 1.517(10) . ? C72 C73 1.377(10) . ? C72 H72 0.9500 . ? C73 C74 1.392(10) . ? C73 H73 0.9500 . ? C74 C75 1.390(9) . ? C74 H74 0.9500 . ? C75 C79 1.521(9) . ? C76 C78 1.515(11) . ? C76 C77 1.543(10) . ? C76 H76 1.0000 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C79 C81 1.522(11) . ? C79 C80 1.527(10) . ? C79 H79 1.0000 . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? O1 C85 1.414(15) . ? O1 C82 1.487(17) . ? O2 C86 1.426(11) . ? O2 C89 1.453(11) . ? O3 C93 1.403(11) . ? O3 C90 1.525(14) . ? O4 C94 1.418(15) . ? O4 C97 1.428(13) . ? C82 C83 1.591(19) . ? C82 H82A 0.9900 . ? C82 H82B 0.9900 . ? C83 C84 1.370(17) . ? C83 H83A 0.9900 . ? C83 H83B 0.9900 . ? C84 C85 1.460(17) . ? C84 H84A 0.9900 . ? C84 H84B 0.9900 . ? C85 H85A 0.9900 . ? C85 H85B 0.9900 . ? C86 C87 1.519(12) . ? C86 H86A 0.9900 . ? C86 H86B 0.9900 . ? C87 C88 1.510(12) . ? C87 H87A 0.9900 . ? C87 H87B 0.9900 . ? C88 C89 1.492(12) . ? C88 H88A 0.9900 . ? C88 H88B 0.9900 . ? C89 H89A 0.9900 . ? C89 H89B 0.9900 . ? C90 C91 1.456(16) . ? C90 H90A 0.9900 . ? C90 H90B 0.9900 . ? C91 C92 1.417(15) . ? C91 H91A 0.9900 . ? C91 H91B 0.9900 . ? C92 C93 1.459(15) . ? C92 H92A 0.9900 . ? C92 H92B 0.9900 . ? C93 H93A 0.9900 . ? C93 H93B 0.9900 . ? C94 C95 1.524(17) . ? C94 H94A 0.9900 . ? C94 H94B 0.9900 . ? C95 C96 1.530(16) . ? C95 H95A 0.9900 . ? C95 H95B 0.9900 . ? C96 C97 1.523(15) . ? C96 H96A 0.9900 . ? C96 H96B 0.9900 . ? C97 H97A 0.9900 . ? C97 H97B 0.9900 . ? Cl1 C98 1.751(12) . ? Cl2 C98 1.704(12) . ? C98 H98A 0.9900 . ? C98 H98B 0.9900 . ? 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 F4 Zr1 F5 96.12(17) . . ? F4 Zr1 F6 94.44(18) . . ? F5 Zr1 F6 91.99(17) . . ? F4 Zr1 F7 93.05(18) . . ? F5 Zr1 F7 89.61(19) . . ? F6 Zr1 F7 172.13(18) . . ? F4 Zr1 F3 89.43(16) . . ? F5 Zr1 F3 174.13(16) . . ? F6 Zr1 F3 89.48(16) . . ? F7 Zr1 F3 88.17(17) . . ? F4 Zr1 F1 170.28(16) . . ? F5 Zr1 F1 93.56(16) . . ? F6 Zr1 F1 85.99(17) . . ? F7 Zr1 F1 86.23(17) . . ? F3 Zr1 F1 80.86(15) . . ? F8 Zr2 F11 96.94(17) . . ? F8 Zr2 F10 93.9(2) . . ? F11 Zr2 F10 92.5(2) . . ? F8 Zr2 F9 91.14(19) . . ? F11 Zr2 F9 91.49(18) . . ? F10 Zr2 F9 173.17(18) . . ? F8 Zr2 F2 173.19(17) . . ? F11 Zr2 F2 89.61(16) . . ? F10 Zr2 F2 87.68(17) . . ? F9 Zr2 F2 86.81(16) . . ? F8 Zr2 F1 89.80(17) . . ? F11 Zr2 F1 173.19(16) . . ? F10 Zr2 F1 87.99(18) . . ? F9 Zr2 F1 87.39(17) . . ? F2 Zr2 F1 83.62(15) . . ? F14 Zr3 F13 95.74(16) . . ? F14 Zr3 F15 93.62(18) . . ? F13 Zr3 F15 93.00(17) . . ? F14 Zr3 F12 93.15(17) . . ? F13 Zr3 F12 91.39(17) . . ? F15 Zr3 F12 171.52(17) . . ? F14 Zr3 F2 174.99(16) . . ? F13 Zr3 F2 89.22(16) . . ? F15 Zr3 F2 86.74(16) . . ? F12 Zr3 F2 86.07(15) . . ? F14 Zr3 F3 92.56(16) . . ? F13 Zr3 F3 171.55(15) . . ? F15 Zr3 F3 88.01(17) . . ? F12 Zr3 F3 86.59(16) . . ? F2 Zr3 F3 82.45(15) . . ? Zr2 F1 Zr1 157.6(2) . . ? Zr2 F2 Zr3 155.6(2) . . ? Zr1 F3 Zr3 159.6(2) . . ? C13 N1 C14 109.0(6) . . ? C13 N1 C1 124.5(6) . . ? C14 N1 C1 126.4(6) . . ? C13 N2 C15 109.1(6) . . ? C13 N2 C16 123.7(6) . . ? C15 N2 C16 127.1(6) . . ? C40 N3 C41 107.8(6) . . ? C40 N3 C28 124.4(6) . . ? C41 N3 C28 127.8(6) . . ? C40 N4 C42 109.3(6) . . ? C40 N4 C43 123.6(6) . . ? C42 N4 C43 126.7(6) . . ? C67 N5 C68 108.9(5) . . ? C67 N5 C55 125.0(6) . . ? C68 N5 C55 126.0(5) . . ? C67 N6 C69 108.9(5) . . ? C67 N6 C70 124.8(6) . . ? C69 N6 C70 126.1(5) . . ? C2 C1 C6 125.0(7) . . ? C2 C1 N1 117.7(7) . . ? C6 C1 N1 117.3(7) . . ? C1 C2 C3 115.8(8) . . ? C1 C2 C7 124.3(7) . . ? C3 C2 C7 119.9(8) . . ? C4 C3 C2 121.3(8) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C5 C4 C3 120.0(8) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 122.9(9) . . ? C4 C5 H5 118.5 . . ? C6 C5 H5 118.5 . . ? C1 C6 C5 114.9(8) . . ? C1 C6 C10 122.4(7) . . ? C5 C6 C10 122.6(8) . . ? C8 C7 C2 112.1(9) . . ? C8 C7 C9 111.7(9) . . ? C2 C7 C9 110.8(8) . . ? C8 C7 H7 107.3 . . ? C2 C7 H7 107.3 . . ? C9 C7 H7 107.3 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 111.8(8) . . ? C6 C10 C12 110.7(8) . . ? C11 C10 C12 110.0(11) . . ? C6 C10 H10 108.1 . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 N1 107.7(6) . . ? N2 C13 H13 126.2 . . ? N1 C13 H13 126.2 . . ? C15 C14 N1 106.8(6) . . ? C15 C14 H14 126.6 . . ? N1 C14 H14 126.6 . . ? C14 C15 N2 107.4(6) . . ? C14 C15 H15 126.3 . . ? N2 C15 H15 126.3 . . ? C21 C16 C17 123.4(7) . . ? C21 C16 N2 119.0(7) . . ? C17 C16 N2 117.6(7) . . ? C18 C17 C16 116.4(7) . . ? C18 C17 C22 121.4(7) . . ? C16 C17 C22 122.1(7) . . ? C19 C18 C17 121.0(8) . . ? C19 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? C18 C19 C20 121.2(8) . . ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? C19 C20 C21 120.8(9) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C16 C21 C20 117.2(8) . . ? C16 C21 C25 122.0(7) . . ? C20 C21 C25 120.8(8) . . ? C23 C22 C17 112.3(7) . . ? C23 C22 C24 109.6(7) . . ? C17 C22 C24 110.7(7) . . ? C23 C22 H22 108.0 . . ? C17 C22 H22 108.0 . . ? C24 C22 H22 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C27 112.7(9) . . ? C26 C25 C21 112.4(8) . . ? C27 C25 C21 110.3(8) . . ? C26 C25 H25 107.0 . . ? C27 C25 H25 107.0 . . ? C21 C25 H25 107.0 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C33 C28 C29 123.8(7) . . ? C33 C28 N3 118.5(6) . . ? C29 C28 N3 117.7(6) . . ? C30 C29 C28 116.5(7) . . ? C30 C29 C34 119.6(7) . . ? C28 C29 C34 123.8(7) . . ? C31 C30 C29 120.9(7) . . ? C31 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? C30 C31 C32 120.3(7) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C33 C32 C31 121.0(7) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C32 C33 C28 117.5(7) . . ? C32 C33 C37 120.1(7) . . ? C28 C33 C37 122.4(7) . . ? C29 C34 C35 110.9(7) . . ? C29 C34 C36 112.1(7) . . ? C35 C34 C36 110.6(7) . . ? C29 C34 H34 107.7 . . ? C35 C34 H34 107.7 . . ? C36 C34 H34 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C39 C37 C38 111.9(7) . . ? C39 C37 C33 110.4(6) . . ? C38 C37 C33 113.4(6) . . ? C39 C37 H37 106.9 . . ? C38 C37 H37 106.9 . . ? C33 C37 H37 106.9 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N4 C40 N3 108.4(6) . . ? N4 C40 H40 125.8 . . ? N3 C40 H40 125.8 . . ? C42 C41 N3 107.2(7) . . ? C42 C41 H41 126.4 . . ? N3 C41 H41 126.4 . . ? C41 C42 N4 107.2(7) . . ? C41 C42 H42 126.4 . . ? N4 C42 H42 126.4 . . ? C48 C43 C44 124.0(8) . . ? C48 C43 N4 117.7(7) . . ? C44 C43 N4 118.3(8) . . ? C43 C44 C45 116.3(9) . . ? C43 C44 C49 122.6(9) . . ? C45 C44 C49 121.1(9) . . ? C46 C45 C44 119.8(9) . . ? C46 C45 H45 120.1 . . ? C44 C45 H45 120.1 . . ? C45 C46 C47 122.3(9) . . ? C45 C46 H46 118.9 . . ? C47 C46 H46 118.9 . . ? C46 C47 C48 120.4(9) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? C47 C48 C43 117.1(8) . . ? C47 C48 C52 120.2(8) . . ? C43 C48 C52 122.7(7) . . ? C51 C49 C44 110.2(12) . . ? C51 C49 C50 113.0(14) . . ? C44 C49 C50 109.6(11) . . ? C51 C49 H49 108.0 . . ? C44 C49 H49 108.0 . . ? C50 C49 H49 108.0 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C48 C52 C54 110.7(7) . . ? C48 C52 C53 111.3(8) . . ? C54 C52 C53 112.2(8) . . ? C48 C52 H52 107.5 . . ? C54 C52 H52 107.5 . . ? C53 C52 H52 107.5 . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 C60 123.8(6) . . ? C56 C55 N5 118.5(6) . . ? C60 C55 N5 117.7(6) . . ? C57 C56 C55 117.5(7) . . ? C57 C56 C61 119.7(7) . . ? C55 C56 C61 122.8(6) . . ? C58 C57 C56 120.0(7) . . ? C58 C57 H57 120.0 . . ? C56 C57 H57 120.0 . . ? C57 C58 C59 121.7(7) . . ? C57 C58 H58 119.2 . . ? C59 C58 H58 119.2 . . ? C58 C59 C60 120.7(7) . . ? C58 C59 H59 119.7 . . ? C60 C59 H59 119.7 . . ? C59 C60 C55 116.4(7) . . ? C59 C60 C64 120.9(7) . . ? C55 C60 C64 122.7(6) . . ? C63 C61 C56 111.0(7) . . ? C63 C61 C62 112.3(7) . . ? C56 C61 C62 110.2(6) . . ? C63 C61 H61 107.7 . . ? C56 C61 H61 107.7 . . ? C62 C61 H61 107.7 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C61 C63 H63A 109.5 . . ? C61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C65 C64 C66 110.5(10) . . ? C65 C64 C60 112.2(7) . . ? C66 C64 C60 111.1(7) . . ? C65 C64 H64 107.6 . . ? C66 C64 H64 107.6 . . ? C60 C64 H64 107.6 . . ? C64 C65 H65A 109.5 . . ? C64 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? C64 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C64 C66 H66A 109.5 . . ? C64 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C64 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? N5 C67 N6 108.4(6) . . ? N5 C67 H67 125.8 . . ? N6 C67 H67 125.8 . . ? C69 C68 N5 107.9(6) . . ? C69 C68 H68 126.1 . . ? N5 C68 H68 126.1 . . ? C68 C69 N6 105.9(6) . . ? C68 C69 H69 127.0 . . ? N6 C69 H69 127.0 . . ? C71 C70 C75 124.1(6) . . ? C71 C70 N6 118.1(6) . . ? C75 C70 N6 117.8(6) . . ? C72 C71 C70 116.7(7) . . ? C72 C71 C76 119.8(6) . . ? C70 C71 C76 123.4(6) . . ? C73 C72 C71 121.3(7) . . ? C73 C72 H72 119.3 . . ? C71 C72 H72 119.3 . . ? C72 C73 C74 120.1(7) . . ? C72 C73 H73 119.9 . . ? C74 C73 H73 119.9 . . ? C75 C74 C73 121.8(7) . . ? C75 C74 H74 119.1 . . ? C73 C74 H74 119.1 . . ? C74 C75 C70 116.0(7) . . ? C74 C75 C79 122.3(6) . . ? C70 C75 C79 121.7(6) . . ? C78 C76 C71 113.8(6) . . ? C78 C76 C77 111.2(7) . . ? C71 C76 C77 109.2(7) . . ? C78 C76 H76 107.4 . . ? C71 C76 H76 107.4 . . ? C77 C76 H76 107.4 . . ? C76 C77 H77A 109.5 . . ? C76 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C76 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C76 C78 H78A 109.5 . . ? C76 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C76 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C75 C79 C81 110.6(7) . . ? C75 C79 C80 113.4(6) . . ? C81 C79 C80 110.0(6) . . ? C75 C79 H79 107.5 . . ? C81 C79 H79 107.5 . . ? C80 C79 H79 107.5 . . ? C79 C80 H80A 109.5 . . ? C79 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? C79 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? C79 C81 H81A 109.5 . . ? C79 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C79 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C85 O1 C82 107.4(12) . . ? C86 O2 C89 106.8(7) . . ? C93 O3 C90 99.6(8) . . ? C94 O4 C97 109.8(9) . . ? O1 C82 C83 98.9(13) . . ? O1 C82 H82A 112.0 . . ? C83 C82 H82A 112.0 . . ? O1 C82 H82B 112.0 . . ? C83 C82 H82B 112.0 . . ? H82A C82 H82B 109.7 . . ? C84 C83 C82 101.3(13) . . ? C84 C83 H83A 111.5 . . ? C82 C83 H83A 111.5 . . ? C84 C83 H83B 111.5 . . ? C82 C83 H83B 111.5 . . ? H83A C83 H83B 109.3 . . ? C83 C84 C85 106.5(13) . . ? C83 C84 H84A 110.4 . . ? C85 C84 H84A 110.4 . . ? C83 C84 H84B 110.4 . . ? C85 C84 H84B 110.4 . . ? H84A C84 H84B 108.6 . . ? O1 C85 C84 107.2(12) . . ? O1 C85 H85A 110.3 . . ? C84 C85 H85A 110.3 . . ? O1 C85 H85B 110.3 . . ? C84 C85 H85B 110.3 . . ? H85A C85 H85B 108.5 . . ? O2 C86 C87 108.1(8) . . ? O2 C86 H86A 110.1 . . ? C87 C86 H86A 110.1 . . ? O2 C86 H86B 110.1 . . ? C87 C86 H86B 110.1 . . ? H86A C86 H86B 108.4 . . ? C88 C87 C86 100.2(8) . . ? C88 C87 H87A 111.7 . . ? C86 C87 H87A 111.7 . . ? C88 C87 H87B 111.7 . . ? C86 C87 H87B 111.7 . . ? H87A C87 H87B 109.5 . . ? C89 C88 C87 104.7(8) . . ? C89 C88 H88A 110.8 . . ? C87 C88 H88A 110.8 . . ? C89 C88 H88B 110.8 . . ? C87 C88 H88B 110.8 . . ? H88A C88 H88B 108.9 . . ? O2 C89 C88 107.9(8) . . ? O2 C89 H89A 110.1 . . ? C88 C89 H89A 110.1 . . ? O2 C89 H89B 110.1 . . ? C88 C89 H89B 110.1 . . ? H89A C89 H89B 108.4 . . ? C91 C90 O3 106.5(10) . . ? C91 C90 H90A 110.4 . . ? O3 C90 H90A 110.4 . . ? C91 C90 H90B 110.4 . . ? O3 C90 H90B 110.4 . . ? H90A C90 H90B 108.6 . . ? C92 C91 C90 109.4(11) . . ? C92 C91 H91A 109.8 . . ? C90 C91 H91A 109.8 . . ? C92 C91 H91B 109.8 . . ? C90 C91 H91B 109.8 . . ? H91A C91 H91B 108.2 . . ? C91 C92 C93 103.3(11) . . ? C91 C92 H92A 111.1 . . ? C93 C92 H92A 111.1 . . ? C91 C92 H92B 111.1 . . ? C93 C92 H92B 111.1 . . ? H92A C92 H92B 109.1 . . ? O3 C93 C92 113.1(9) . . ? O3 C93 H93A 109.0 . . ? C92 C93 H93A 109.0 . . ? O3 C93 H93B 109.0 . . ? C92 C93 H93B 109.0 . . ? H93A C93 H93B 107.8 . . ? O4 C94 C95 106.0(12) . . ? O4 C94 H94A 110.5 . . ? C95 C94 H94A 110.5 . . ? O4 C94 H94B 110.5 . . ? C95 C94 H94B 110.5 . . ? H94A C94 H94B 108.7 . . ? C94 C95 C96 103.8(11) . . ? C94 C95 H95A 111.0 . . ? C96 C95 H95A 111.0 . . ? C94 C95 H95B 111.0 . . ? C96 C95 H95B 111.0 . . ? H95A C95 H95B 109.0 . . ? C97 C96 C95 99.3(10) . . ? C97 C96 H96A 111.9 . . ? C95 C96 H96A 111.9 . . ? C97 C96 H96B 111.9 . . ? C95 C96 H96B 111.9 . . ? H96A C96 H96B 109.6 . . ? O4 C97 C96 106.8(10) . . ? O4 C97 H97A 110.4 . . ? C96 C97 H97A 110.4 . . ? O4 C97 H97B 110.4 . . ? C96 C97 H97B 110.4 . . ? H97A C97 H97B 108.6 . . ? Cl2 C98 Cl1 108.2(8) . . ? Cl2 C98 H98A 110.1 . . ? Cl1 C98 H98A 110.1 . . ? Cl2 C98 H98B 110.1 . . ? Cl1 C98 H98B 110.1 . . ? H98A C98 H98B 108.4 . . ? 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 F8 Zr2 F1 Zr1 178.7(6) . . . . ? F10 Zr2 F1 Zr1 84.8(6) . . . . ? F9 Zr2 F1 Zr1 -90.1(6) . . . . ? F2 Zr2 F1 Zr1 -3.0(5) . . . . ? F5 Zr1 F1 Zr2 -172.6(6) . . . . ? F6 Zr1 F1 Zr2 95.6(6) . . . . ? F7 Zr1 F1 Zr2 -83.2(6) . . . . ? F3 Zr1 F1 Zr2 5.5(5) . . . . ? F11 Zr2 F2 Zr3 172.3(5) . . . . ? F10 Zr2 F2 Zr3 -95.1(5) . . . . ? F9 Zr2 F2 Zr3 80.8(5) . . . . ? F1 Zr2 F2 Zr3 -6.9(5) . . . . ? F13 Zr3 F2 Zr2 -171.4(5) . . . . ? F15 Zr3 F2 Zr2 95.5(5) . . . . ? F12 Zr3 F2 Zr2 -80.0(5) . . . . ? F3 Zr3 F2 Zr2 7.1(5) . . . . ? F4 Zr1 F3 Zr3 174.5(6) . . . . ? F6 Zr1 F3 Zr3 -91.1(6) . . . . ? F7 Zr1 F3 Zr3 81.4(6) . . . . ? F1 Zr1 F3 Zr3 -5.1(6) . . . . ? F14 Zr3 F3 Zr1 -178.2(6) . . . . ? F15 Zr3 F3 Zr1 -84.6(6) . . . . ? F12 Zr3 F3 Zr1 88.8(6) . . . . ? F2 Zr3 F3 Zr1 2.3(6) . . . . ? C13 N1 C1 C2 -75.3(9) . . . . ? C14 N1 C1 C2 101.0(9) . . . . ? C13 N1 C1 C6 105.0(8) . . . . ? C14 N1 C1 C6 -78.7(9) . . . . ? C6 C1 C2 C3 -0.6(12) . . . . ? N1 C1 C2 C3 179.6(7) . . . . ? C6 C1 C2 C7 -179.0(8) . . . . ? N1 C1 C2 C7 1.3(12) . . . . ? C1 C2 C3 C4 0.3(12) . . . . ? C7 C2 C3 C4 178.7(8) . . . . ? C2 C3 C4 C5 0.9(13) . . . . ? C3 C4 C5 C6 -1.8(14) . . . . ? C2 C1 C6 C5 -0.2(11) . . . . ? N1 C1 C6 C5 179.5(6) . . . . ? C2 C1 C6 C10 177.4(7) . . . . ? N1 C1 C6 C10 -2.8(11) . . . . ? C4 C5 C6 C1 1.4(12) . . . . ? C4 C5 C6 C10 -176.2(8) . . . . ? C1 C2 C7 C8 -129.2(9) . . . . ? C3 C2 C7 C8 52.5(11) . . . . ? C1 C2 C7 C9 105.3(10) . . . . ? C3 C2 C7 C9 -73.0(11) . . . . ? C1 C6 C10 C11 134.9(10) . . . . ? C5 C6 C10 C11 -47.7(13) . . . . ? C1 C6 C10 C12 -102.2(10) . . . . ? C5 C6 C10 C12 75.3(11) . . . . ? C15 N2 C13 N1 -0.7(8) . . . . ? C16 N2 C13 N1 -176.9(6) . . . . ? C14 N1 C13 N2 1.3(8) . . . . ? C1 N1 C13 N2 178.1(6) . . . . ? C13 N1 C14 C15 -1.4(8) . . . . ? C1 N1 C14 C15 -178.1(7) . . . . ? N1 C14 C15 N2 0.9(8) . . . . ? C13 N2 C15 C14 -0.2(8) . . . . ? C16 N2 C15 C14 175.9(7) . . . . ? C13 N2 C16 C21 93.1(9) . . . . ? C15 N2 C16 C21 -82.4(9) . . . . ? C13 N2 C16 C17 -87.1(9) . . . . ? C15 N2 C16 C17 97.3(9) . . . . ? C21 C16 C17 C18 -1.7(12) . . . . ? N2 C16 C17 C18 178.5(7) . . . . ? C21 C16 C17 C22 -179.3(7) . . . . ? N2 C16 C17 C22 1.0(11) . . . . ? C16 C17 C18 C19 0.9(12) . . . . ? C22 C17 C18 C19 178.5(8) . . . . ? C17 C18 C19 C20 0.3(14) . . . . ? C18 C19 C20 C21 -0.8(14) . . . . ? C17 C16 C21 C20 1.2(12) . . . . ? N2 C16 C21 C20 -179.0(7) . . . . ? C17 C16 C21 C25 -176.7(8) . . . . ? N2 C16 C21 C25 3.0(12) . . . . ? C19 C20 C21 C16 0.1(13) . . . . ? C19 C20 C21 C25 178.1(9) . . . . ? C18 C17 C22 C23 40.1(11) . . . . ? C16 C17 C22 C23 -142.4(8) . . . . ? C18 C17 C22 C24 -82.7(9) . . . . ? C16 C17 C22 C24 94.7(9) . . . . ? C16 C21 C25 C26 -124.1(10) . . . . ? C20 C21 C25 C26 58.1(12) . . . . ? C16 C21 C25 C27 109.2(9) . . . . ? C20 C21 C25 C27 -68.7(11) . . . . ? C40 N3 C28 C33 102.1(8) . . . . ? C41 N3 C28 C33 -77.5(9) . . . . ? C40 N3 C28 C29 -77.4(9) . . . . ? C41 N3 C28 C29 103.0(8) . . . . ? C33 C28 C29 C30 0.2(11) . . . . ? N3 C28 C29 C30 179.7(6) . . . . ? C33 C28 C29 C34 177.5(7) . . . . ? N3 C28 C29 C34 -2.9(10) . . . . ? C28 C29 C30 C31 -0.4(11) . . . . ? C34 C29 C30 C31 -177.9(7) . . . . ? C29 C30 C31 C32 -0.1(12) . . . . ? C30 C31 C32 C33 1.0(12) . . . . ? C31 C32 C33 C28 -1.2(11) . . . . ? C31 C32 C33 C37 179.8(7) . . . . ? C29 C28 C33 C32 0.7(11) . . . . ? N3 C28 C33 C32 -178.9(6) . . . . ? C29 C28 C33 C37 179.6(7) . . . . ? N3 C28 C33 C37 0.1(10) . . . . ? C30 C29 C34 C35 58.2(9) . . . . ? C28 C29 C34 C35 -119.2(8) . . . . ? C30 C29 C34 C36 -66.0(9) . . . . ? C28 C29 C34 C36 116.7(8) . . . . ? C32 C33 C37 C39 74.7(9) . . . . ? C28 C33 C37 C39 -104.1(8) . . . . ? C32 C33 C37 C38 -51.7(9) . . . . ? C28 C33 C37 C38 129.4(7) . . . . ? C42 N4 C40 N3 0.6(8) . . . . ? C43 N4 C40 N3 173.5(7) . . . . ? C41 N3 C40 N4 0.4(8) . . . . ? C28 N3 C40 N4 -179.3(6) . . . . ? C40 N3 C41 C42 -1.3(9) . . . . ? C28 N3 C41 C42 178.4(7) . . . . ? N3 C41 C42 N4 1.6(9) . . . . ? C40 N4 C42 C41 -1.4(9) . . . . ? C43 N4 C42 C41 -174.1(7) . . . . ? C40 N4 C43 C48 -85.3(9) . . . . ? C42 N4 C43 C48 86.3(10) . . . . ? C40 N4 C43 C44 94.4(10) . . . . ? C42 N4 C43 C44 -93.9(10) . . . . ? C48 C43 C44 C45 1.8(14) . . . . ? N4 C43 C44 C45 -178.0(8) . . . . ? C48 C43 C44 C49 -180.0(10) . . . . ? N4 C43 C44 C49 0.3(14) . . . . ? C43 C44 C45 C46 -0.5(15) . . . . ? C49 C44 C45 C46 -178.8(11) . . . . ? C44 C45 C46 C47 -0.4(17) . . . . ? C45 C46 C47 C48 0.0(16) . . . . ? C46 C47 C48 C43 1.2(13) . . . . ? C46 C47 C48 C52 179.9(9) . . . . ? C44 C43 C48 C47 -2.1(13) . . . . ? N4 C43 C48 C47 177.6(7) . . . . ? C44 C43 C48 C52 179.1(9) . . . . ? N4 C43 C48 C52 -1.1(12) . . . . ? C43 C44 C49 C51 133.8(13) . . . . ? C45 C44 C49 C51 -48.0(17) . . . . ? C43 C44 C49 C50 -101.2(13) . . . . ? C45 C44 C49 C50 77.0(15) . . . . ? C47 C48 C52 C54 58.0(11) . . . . ? C43 C48 C52 C54 -123.3(9) . . . . ? C47 C48 C52 C53 -67.5(11) . . . . ? C43 C48 C52 C53 111.1(9) . . . . ? C67 N5 C55 C56 86.7(8) . . . . ? C68 N5 C55 C56 -90.6(8) . . . . ? C67 N5 C55 C60 -93.2(8) . . . . ? C68 N5 C55 C60 89.5(8) . . . . ? C60 C55 C56 C57 0.7(12) . . . . ? N5 C55 C56 C57 -179.1(7) . . . . ? C60 C55 C56 C61 179.2(7) . . . . ? N5 C55 C56 C61 -0.6(11) . . . . ? C55 C56 C57 C58 -0.5(13) . . . . ? C61 C56 C57 C58 -178.9(8) . . . . ? C56 C57 C58 C59 -0.7(14) . . . . ? C57 C58 C59 C60 1.7(15) . . . . ? C58 C59 C60 C55 -1.4(13) . . . . ? C58 C59 C60 C64 -179.5(8) . . . . ? C56 C55 C60 C59 0.2(11) . . . . ? N5 C55 C60 C59 180.0(7) . . . . ? C56 C55 C60 C64 178.3(7) . . . . ? N5 C55 C60 C64 -1.9(10) . . . . ? C57 C56 C61 C63 66.3(10) . . . . ? C55 C56 C61 C63 -112.1(8) . . . . ? C57 C56 C61 C62 -58.7(10) . . . . ? C55 C56 C61 C62 122.9(8) . . . . ? C59 C60 C64 C65 64.7(11) . . . . ? C55 C60 C64 C65 -113.3(9) . . . . ? C59 C60 C64 C66 -59.6(13) . . . . ? C55 C60 C64 C66 122.4(11) . . . . ? C68 N5 C67 N6 0.4(7) . . . . ? C55 N5 C67 N6 -177.3(6) . . . . ? C69 N6 C67 N5 -0.2(7) . . . . ? C70 N6 C67 N5 175.0(6) . . . . ? C67 N5 C68 C69 -0.5(7) . . . . ? C55 N5 C68 C69 177.2(6) . . . . ? N5 C68 C69 N6 0.3(7) . . . . ? C67 N6 C69 C68 -0.1(7) . . . . ? C70 N6 C69 C68 -175.2(6) . . . . ? C67 N6 C70 C71 -73.8(9) . . . . ? C69 N6 C70 C71 100.5(8) . . . . ? C67 N6 C70 C75 107.4(8) . . . . ? C69 N6 C70 C75 -78.3(9) . . . . ? C75 C70 C71 C72 -0.8(11) . . . . ? N6 C70 C71 C72 -179.5(6) . . . . ? C75 C70 C71 C76 -178.9(7) . . . . ? N6 C70 C71 C76 2.4(10) . . . . ? C70 C71 C72 C73 0.7(11) . . . . ? C76 C71 C72 C73 178.9(7) . . . . ? C71 C72 C73 C74 -0.6(12) . . . . ? C72 C73 C74 C75 0.4(12) . . . . ? C73 C74 C75 C70 -0.4(11) . . . . ? C73 C74 C75 C79 -179.5(7) . . . . ? C71 C70 C75 C74 0.6(11) . . . . ? N6 C70 C75 C74 179.4(6) . . . . ? C71 C70 C75 C79 179.7(7) . . . . ? N6 C70 C75 C79 -1.5(10) . . . . ? C72 C71 C76 C78 52.7(10) . . . . ? C70 C71 C76 C78 -129.3(8) . . . . ? C72 C71 C76 C77 -72.2(9) . . . . ? C70 C71 C76 C77 105.8(8) . . . . ? C74 C75 C79 C81 86.3(9) . . . . ? C70 C75 C79 C81 -92.7(8) . . . . ? C74 C75 C79 C80 -37.8(10) . . . . ? C70 C75 C79 C80 143.2(7) . . . . ? C85 O1 C82 C83 -26.5(15) . . . . ? O1 C82 C83 C84 41.2(15) . . . . ? C82 C83 C84 C85 -40.7(16) . . . . ? C82 O1 C85 C84 4.0(16) . . . . ? C83 C84 C85 O1 25.0(17) . . . . ? C89 O2 C86 C87 -21.6(10) . . . . ? O2 C86 C87 C88 33.9(10) . . . . ? C86 C87 C88 C89 -32.7(10) . . . . ? C86 O2 C89 C88 -0.3(10) . . . . ? C87 C88 C89 O2 21.8(10) . . . . ? C93 O3 C90 C91 25.1(12) . . . . ? O3 C90 C91 C92 -13.9(15) . . . . ? C90 C91 C92 C93 -3.3(15) . . . . ? C90 O3 C93 C92 -29.0(12) . . . . ? C91 C92 C93 O3 21.7(14) . . . . ? C97 O4 C94 C95 -3.5(15) . . . . ? O4 C94 C95 C96 25.7(15) . . . . ? C94 C95 C96 C97 -35.8(13) . . . . ? C94 O4 C97 C96 -20.5(13) . . . . ? C95 C96 C97 O4 34.8(12) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.480 _refine_diff_density_min -0.998 _refine_diff_density_rms 0.104 data_2012dcp016 _database_code_depnum_ccdc_archive 'CCDC 890610' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-07-04 _audit_author_name 'Pugh, D.C.' _chemical_name_systematic ; 1,3-bis(2,6-Di-isopropylphenyl)imidazolium chloride dichloromethane solvate ; # See CSD refcode DIGKUZ for thf solvate. # [C27H37N2]+ (some naming difficulty) # 1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-imidazol-2-ylium (ACD I-Lab) # 1,3-bis[2,6-di(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylium (I-Lab) # 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium (ACD I-Lab defaults). # 1,3-bis(2,6-Di-isopropylphenyl)imidazolium (CSD name) # 1,3-bis(2,6-Di-isopropylphenyl)-1H-imidazol-3-ium (CSD name) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H37 N2 1+, Cl 1-, 2(C H2 Cl2)' _chemical_formula_sum 'C29 H41 Cl5 N2' _chemical_formula_weight 594.89 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' Cl Cl 0.1484 0.1585 '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' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8290(2) _cell_length_b 16.4316(3) _cell_length_c 18.1286(13) _cell_angle_alpha 90.00 _cell_angle_beta 100.785(7) _cell_angle_gamma 90.00 _cell_volume 3168.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 22940 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.78 _exptl_crystal_size_mid 0.75 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.478 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.819 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_type MoK\a _diffrn_source_power 2.0 _diffrn_source_voltage 50.0 _diffrn_source_current 40.0 _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Sealed Tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_specimen_support Fiber _diffrn_detector RX _diffrn_measurement_device 'Crystal Goniometer' _diffrn_measurement_device_type 'Rigaku RAXIS conversion' _diffrn_detector_area_resol_mean 10.0000 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28399 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7075 _reflns_number_gt 5901 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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 'w=1/[\s^2^(Fo^2^)+(0.0608P)^2^+0.7230P] 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 7075 _refine_ls_number_parameters 361 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Cl1 Cl 0.92243(3) 0.254475(18) 0.165387(17) 0.02364(9) Uani 1 1 d . . . N1 N 0.91608(9) 0.18723(6) 0.39547(5) 0.0170(2) Uani 1 1 d . . . N2 N 0.91507(9) 0.31877(6) 0.40051(5) 0.0167(2) Uani 1 1 d . . . C1 C 0.92153(12) 0.10507(7) 0.36649(7) 0.0187(2) Uani 1 1 d . . . C2 C 0.81238(12) 0.07212(7) 0.32342(7) 0.0218(2) Uani 1 1 d . . . C3 C 0.82255(13) -0.00654(8) 0.29544(7) 0.0256(3) Uani 1 1 d . . . H3 H 0.7508 -0.0312 0.2656 0.031 Uiso 1 1 calc R . . C4 C 0.93446(13) -0.04913(8) 0.31016(7) 0.0264(3) Uani 1 1 d . . . H4 H 0.9390 -0.1022 0.2901 0.032 Uiso 1 1 calc R . . C5 C 1.04016(13) -0.01484(8) 0.35403(7) 0.0245(3) Uani 1 1 d . . . H5 H 1.1161 -0.0452 0.3645 0.029 Uiso 1 1 calc R . . C6 C 1.03675(12) 0.06389(7) 0.38309(7) 0.0205(2) Uani 1 1 d . . . C7 C 0.68721(12) 0.11662(8) 0.30569(8) 0.0274(3) Uani 1 1 d . . . H7 H 0.6971 0.1702 0.3322 0.033 Uiso 1 1 calc R . . C8 C 0.58350(13) 0.06888(10) 0.33356(8) 0.0344(3) Uani 1 1 d . . . H8A H 0.5719 0.0162 0.3079 0.052 Uiso 1 1 calc R . . H8B H 0.5048 0.0998 0.3228 0.052 Uiso 1 1 calc R . . H8C H 0.6075 0.0602 0.3878 0.052 Uiso 1 1 calc R . . C9 C 0.65073(14) 0.13292(10) 0.22121(9) 0.0366(3) Uani 1 1 d . . . H9A H 0.7161 0.1658 0.2049 0.055 Uiso 1 1 calc R . . H9B H 0.5706 0.1623 0.2107 0.055 Uiso 1 1 calc R . . H9C H 0.6422 0.0811 0.1940 0.055 Uiso 1 1 calc R . . C10 C 1.15417(12) 0.10089(8) 0.43011(7) 0.0227(3) Uani 1 1 d . . . H10 H 1.1335 0.1575 0.4440 0.027 Uiso 1 1 calc R . . C11 C 1.19577(15) 0.05260(10) 0.50260(8) 0.0351(3) Uani 1 1 d . . . H11A H 1.1285 0.0532 0.5320 0.053 Uiso 1 1 calc R . . H11B H 1.2717 0.0773 0.5319 0.053 Uiso 1 1 calc R . . H11C H 1.2137 -0.0037 0.4903 0.053 Uiso 1 1 calc R . . C12 C 1.26079(14) 0.10589(11) 0.38551(8) 0.0368(3) Uani 1 1 d . . . H12A H 1.2866 0.0508 0.3742 0.055 Uiso 1 1 calc R . . H12B H 1.3325 0.1347 0.4153 0.055 Uiso 1 1 calc R . . H12C H 1.2316 0.1354 0.3385 0.055 Uiso 1 1 calc R . . C13 C 0.91914(11) 0.25495(7) 0.35513(7) 0.0169(2) Uani 1 1 d . . . H13 H 0.9235 0.2574 0.3033 0.020 Uiso 1 1 calc R . . C14 C 0.90926(11) 0.29055(7) 0.47213(6) 0.0196(2) Uani 1 1 d . . . H14 H 0.9055 0.3229 0.5151 0.023 Uiso 1 1 calc R . . C15 C 0.90996(11) 0.20835(7) 0.46892(7) 0.0200(2) Uani 1 1 d . . . H15 H 0.9068 0.1719 0.5092 0.024 Uiso 1 1 calc R . . C16 C 0.91412(12) 0.40361(7) 0.37718(6) 0.0182(2) Uani 1 1 d . . . C17 C 0.80039(12) 0.43627(7) 0.33945(7) 0.0208(2) Uani 1 1 d . . . C18 C 0.80283(13) 0.51758(8) 0.31658(7) 0.0264(3) Uani 1 1 d . . . H18 H 0.7278 0.5423 0.2907 0.032 Uiso 1 1 calc R . . C19 C 0.91260(14) 0.56253(8) 0.33105(8) 0.0285(3) Uani 1 1 d . . . H19 H 0.9124 0.6173 0.3144 0.034 Uiso 1 1 calc R . . C20 C 1.02312(13) 0.52824(8) 0.36977(7) 0.0255(3) Uani 1 1 d . . . H20 H 1.0974 0.5602 0.3799 0.031 Uiso 1 1 calc R . . C21 C 1.02679(12) 0.44749(7) 0.39408(7) 0.0204(2) Uani 1 1 d . . . C22 C 0.67916(12) 0.38790(8) 0.32189(7) 0.0237(3) Uani 1 1 d . . . H22 H 0.6929 0.3350 0.3495 0.028 Uiso 1 1 calc R . . C23 C 0.56974(13) 0.43173(9) 0.34753(8) 0.0302(3) Uani 1 1 d . . . H23A H 0.5908 0.4415 0.4018 0.045 Uiso 1 1 calc R . . H23B H 0.4941 0.3979 0.3361 0.045 Uiso 1 1 calc R . . H23C H 0.5543 0.4838 0.3211 0.045 Uiso 1 1 calc R . . C24 C 0.64705(14) 0.36920(10) 0.23758(8) 0.0343(3) Uani 1 1 d . . . H24A H 0.6333 0.4203 0.2093 0.051 Uiso 1 1 calc R . . H24B H 0.5706 0.3360 0.2269 0.051 Uiso 1 1 calc R . . H24C H 0.7168 0.3394 0.2226 0.051 Uiso 1 1 calc R . . C25 C 1.14773(12) 0.40815(8) 0.43520(7) 0.0228(3) Uani 1 1 d . . . H25 H 1.1245 0.3698 0.4732 0.027 Uiso 1 1 calc R . . C26 C 1.24108(15) 0.46936(10) 0.47710(9) 0.0381(3) Uani 1 1 d . . . H26A H 1.2712 0.5050 0.4409 0.057 Uiso 1 1 calc R . . H26B H 1.3124 0.4403 0.5068 0.057 Uiso 1 1 calc R . . H26C H 1.1997 0.5022 0.5105 0.057 Uiso 1 1 calc R . . C27 C 1.21076(13) 0.35793(9) 0.38115(8) 0.0304(3) Uani 1 1 d . . . H27A H 1.1504 0.3185 0.3547 0.046 Uiso 1 1 calc R . . H27B H 1.2835 0.3290 0.4096 0.046 Uiso 1 1 calc R . . H27C H 1.2386 0.3943 0.3446 0.046 Uiso 1 1 calc R . . Cl2 Cl 0.29553(4) 0.26697(3) 0.57297(2) 0.04786(12) Uani 1 1 d . . . Cl3 Cl 0.31908(5) 0.24860(3) 0.73438(3) 0.05086(13) Uani 1 1 d . . . C28 C 0.23649(16) 0.21927(10) 0.64593(10) 0.0403(4) Uani 1 1 d . . . H28A H 0.1466 0.2335 0.6419 0.048 Uiso 1 1 calc R . . H28B H 0.2425 0.1595 0.6407 0.048 Uiso 1 1 calc R . . Cl4A Cl 0.5695(2) 0.2778(3) 0.48080(17) 0.0650(7) Uani 0.610(11) 1 d PD A 1 Cl5A Cl 0.5775(3) 0.11452(18) 0.54035(10) 0.0557(6) Uani 0.610(11) 1 d PD A 1 C29A C 0.6143(15) 0.2170(4) 0.5617(4) 0.0394(14) Uani 0.610(11) 1 d PD A 1 H29A H 0.7057 0.2226 0.5805 0.047 Uiso 0.610(11) 1 calc PR A 1 H29B H 0.5697 0.2356 0.6016 0.047 Uiso 0.610(11) 1 calc PR A 1 Cl4B Cl 0.5801(4) 0.3109(5) 0.4985(4) 0.0695(13) Uani 0.390(11) 1 d PD A 2 Cl5B Cl 0.6040(3) 0.1355(4) 0.5275(3) 0.0757(10) Uani 0.390(11) 1 d PD A 2 C29B C 0.612(3) 0.2333(5) 0.5666(6) 0.038(3) Uani 0.390(11) 1 d PD A 2 H29C H 0.6968 0.2419 0.5970 0.046 Uiso 0.390(11) 1 calc PR A 2 H29D H 0.5505 0.2372 0.6007 0.046 Uiso 0.390(11) 1 calc PR A 2 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 Cl1 0.02261(16) 0.02464(16) 0.02478(16) -0.00104(11) 0.00735(11) -0.00072(12) N1 0.0164(5) 0.0141(5) 0.0203(5) -0.0005(4) 0.0030(4) 0.0001(4) N2 0.0175(5) 0.0142(5) 0.0182(5) -0.0002(4) 0.0025(4) 0.0008(4) C1 0.0221(6) 0.0126(5) 0.0223(6) -0.0007(4) 0.0067(4) -0.0007(5) C2 0.0211(6) 0.0173(6) 0.0270(6) -0.0014(5) 0.0048(5) -0.0012(5) C3 0.0293(7) 0.0191(6) 0.0286(7) -0.0038(5) 0.0055(5) -0.0048(5) C4 0.0362(7) 0.0154(6) 0.0297(7) -0.0021(5) 0.0119(5) -0.0002(5) C5 0.0274(7) 0.0182(6) 0.0299(7) 0.0025(5) 0.0104(5) 0.0053(5) C6 0.0220(6) 0.0181(6) 0.0221(6) 0.0024(4) 0.0063(4) 0.0013(5) C7 0.0197(6) 0.0225(6) 0.0379(7) -0.0056(5) 0.0006(5) -0.0011(5) C8 0.0246(7) 0.0497(9) 0.0300(7) -0.0013(6) 0.0076(5) -0.0017(6) C9 0.0236(7) 0.0377(8) 0.0475(9) 0.0168(7) 0.0037(6) -0.0021(6) C10 0.0188(6) 0.0231(6) 0.0264(6) 0.0007(5) 0.0044(5) 0.0020(5) C11 0.0363(8) 0.0407(8) 0.0268(7) 0.0060(6) 0.0018(6) 0.0023(7) C12 0.0271(7) 0.0517(9) 0.0333(7) -0.0015(7) 0.0101(6) -0.0097(7) C13 0.0162(6) 0.0152(5) 0.0190(5) -0.0006(4) 0.0022(4) 0.0001(4) C14 0.0204(6) 0.0203(6) 0.0184(5) -0.0007(4) 0.0045(4) 0.0011(5) C15 0.0203(6) 0.0204(6) 0.0196(6) 0.0018(4) 0.0048(4) 0.0013(5) C16 0.0231(6) 0.0128(5) 0.0190(5) -0.0011(4) 0.0049(4) 0.0018(5) C17 0.0225(6) 0.0178(6) 0.0219(6) -0.0004(4) 0.0034(4) 0.0023(5) C18 0.0300(7) 0.0192(6) 0.0296(7) 0.0037(5) 0.0046(5) 0.0066(5) C19 0.0383(8) 0.0144(6) 0.0339(7) 0.0021(5) 0.0093(6) 0.0003(5) C20 0.0293(7) 0.0190(6) 0.0295(6) -0.0036(5) 0.0085(5) -0.0048(5) C21 0.0234(6) 0.0181(6) 0.0203(5) -0.0031(4) 0.0060(4) -0.0008(5) C22 0.0203(6) 0.0209(6) 0.0286(6) 0.0011(5) 0.0011(5) 0.0024(5) C23 0.0246(7) 0.0351(7) 0.0307(7) -0.0015(6) 0.0045(5) 0.0041(6) C24 0.0273(7) 0.0406(8) 0.0336(7) -0.0119(6) 0.0020(6) 0.0007(6) C25 0.0198(6) 0.0244(6) 0.0239(6) -0.0004(5) 0.0031(5) -0.0018(5) C26 0.0316(8) 0.0372(8) 0.0417(8) -0.0093(6) -0.0032(6) -0.0050(7) C27 0.0253(7) 0.0327(7) 0.0330(7) -0.0029(6) 0.0053(5) 0.0054(6) Cl2 0.0437(2) 0.0578(3) 0.0422(2) 0.01865(18) 0.00832(17) -0.00076(19) Cl3 0.0531(3) 0.0630(3) 0.0393(2) 0.00523(18) 0.01600(19) 0.0066(2) C28 0.0376(9) 0.0379(8) 0.0513(9) -0.0036(7) 0.0233(7) -0.0071(7) Cl4A 0.0389(6) 0.0953(17) 0.0618(10) 0.0445(10) 0.0119(6) 0.0052(9) Cl5A 0.0647(11) 0.0588(9) 0.0360(6) -0.0119(6) -0.0101(6) 0.0113(7) C29A 0.028(3) 0.060(3) 0.030(2) 0.009(2) 0.004(2) 0.012(4) Cl4B 0.0411(11) 0.096(3) 0.074(2) 0.055(2) 0.0176(12) 0.0135(16) Cl5B 0.0648(11) 0.084(2) 0.0808(18) -0.0484(15) 0.0187(13) -0.0223(14) C29B 0.040(5) 0.039(3) 0.033(4) -0.001(2) 0.001(3) 0.007(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C13 1.3353(15) . ? N1 C15 1.3896(15) . ? N1 C1 1.4538(14) . ? N2 C13 1.3386(14) . ? N2 C14 1.3911(15) . ? N2 C16 1.4563(14) . ? C1 C2 1.3981(17) . ? C1 C6 1.4016(17) . ? C2 C3 1.4004(17) . ? C2 C7 1.5206(18) . ? C3 C4 1.381(2) . ? C3 H3 0.9500 . ? C4 C5 1.3855(19) . ? C4 H4 0.9500 . ? C5 C6 1.3999(17) . ? C5 H5 0.9500 . ? C6 C10 1.5190(17) . ? C7 C8 1.531(2) . ? C7 C9 1.532(2) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.5291(18) . ? C10 C12 1.5306(18) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 0.9500 . ? C14 C15 1.3519(18) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.3991(17) . ? C16 C21 1.4009(17) . ? C17 C18 1.4006(17) . ? C17 C22 1.5166(18) . ? C18 C19 1.382(2) . ? C18 H18 0.9500 . ? C19 C20 1.389(2) . ? C19 H19 0.9500 . ? C20 C21 1.3964(17) . ? C20 H20 0.9500 . ? C21 C25 1.5243(17) . ? C22 C23 1.5312(18) . ? C22 C24 1.5338(19) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.5241(18) . ? C25 C27 1.5354(18) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? Cl2 C28 1.7575(16) . ? Cl3 C28 1.7511(18) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? Cl4A C29A 1.765(6) . ? Cl5A C29A 1.757(7) . ? C29A H29A 0.9900 . ? C29A H29B 0.9900 . ? Cl4B C29B 1.764(9) . ? Cl5B C29B 1.752(9) . ? C29B H29C 0.9900 . ? C29B H29D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 N1 C15 109.10(10) . . ? C13 N1 C1 124.68(10) . . ? C15 N1 C1 126.20(10) . . ? C13 N2 C14 108.95(10) . . ? C13 N2 C16 124.80(10) . . ? C14 N2 C16 126.23(10) . . ? C2 C1 C6 123.95(11) . . ? C2 C1 N1 118.31(11) . . ? C6 C1 N1 117.73(11) . . ? C1 C2 C3 116.37(11) . . ? C1 C2 C7 123.98(11) . . ? C3 C2 C7 119.65(11) . . ? C4 C3 C2 121.55(12) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 120.37(12) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.98(12) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 116.77(11) . . ? C5 C6 C10 120.18(11) . . ? C1 C6 C10 123.05(11) . . ? C2 C7 C8 111.34(12) . . ? C2 C7 C9 110.38(12) . . ? C8 C7 C9 110.58(11) . . ? C2 C7 H7 108.1 . . ? C8 C7 H7 108.1 . . ? C9 C7 H7 108.1 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 110.83(11) . . ? C6 C10 C12 111.11(11) . . ? C11 C10 C12 110.60(12) . . ? C6 C10 H10 108.1 . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 N2 108.01(10) . . ? N1 C13 H13 126.0 . . ? N2 C13 H13 126.0 . . ? C15 C14 N2 106.94(10) . . ? C15 C14 H14 126.5 . . ? N2 C14 H14 126.5 . . ? C14 C15 N1 106.99(10) . . ? C14 C15 H15 126.5 . . ? N1 C15 H15 126.5 . . ? C17 C16 C21 124.09(11) . . ? C17 C16 N2 117.83(11) . . ? C21 C16 N2 118.08(10) . . ? C16 C17 C18 116.55(12) . . ? C16 C17 C22 123.35(11) . . ? C18 C17 C22 120.08(11) . . ? C19 C18 C17 121.11(12) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 120.56(12) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C21 121.06(12) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C20 C21 C16 116.61(12) . . ? C20 C21 C25 121.90(11) . . ? C16 C21 C25 121.48(11) . . ? C17 C22 C23 112.24(11) . . ? C17 C22 C24 109.89(11) . . ? C23 C22 C24 110.65(11) . . ? C17 C22 H22 108.0 . . ? C23 C22 H22 108.0 . . ? C24 C22 H22 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C21 113.14(11) . . ? C26 C25 C27 109.88(11) . . ? C21 C25 C27 111.08(10) . . ? C26 C25 H25 107.5 . . ? C21 C25 H25 107.5 . . ? C27 C25 H25 107.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? Cl3 C28 Cl2 111.77(9) . . ? Cl3 C28 H28A 109.3 . . ? Cl2 C28 H28A 109.3 . . ? Cl3 C28 H28B 109.3 . . ? Cl2 C28 H28B 109.3 . . ? H28A C28 H28B 107.9 . . ? Cl5A C29A Cl4A 110.1(4) . . ? Cl5A C29A H29A 109.6 . . ? Cl4A C29A H29A 109.6 . . ? Cl5A C29A H29B 109.6 . . ? Cl4A C29A H29B 109.6 . . ? H29A C29A H29B 108.2 . . ? Cl5B C29B Cl4B 113.0(6) . . ? Cl5B C29B H29C 109.0 . . ? Cl4B C29B H29C 109.0 . . ? Cl5B C29B H29D 109.0 . . ? Cl4B C29B H29D 109.0 . . ? H29C C29B H29D 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 N1 C1 C2 -78.20(15) . . . . ? C15 N1 C1 C2 103.42(14) . . . . ? C13 N1 C1 C6 101.31(14) . . . . ? C15 N1 C1 C6 -77.07(15) . . . . ? C6 C1 C2 C3 -0.69(18) . . . . ? N1 C1 C2 C3 178.80(11) . . . . ? C6 C1 C2 C7 179.70(12) . . . . ? N1 C1 C2 C7 -0.81(18) . . . . ? C1 C2 C3 C4 0.34(19) . . . . ? C7 C2 C3 C4 179.97(12) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? C3 C4 C5 C6 -1.25(19) . . . . ? C4 C5 C6 C1 0.90(18) . . . . ? C4 C5 C6 C10 -179.08(11) . . . . ? C2 C1 C6 C5 0.08(18) . . . . ? N1 C1 C6 C5 -179.41(10) . . . . ? C2 C1 C6 C10 -179.94(11) . . . . ? N1 C1 C6 C10 0.57(17) . . . . ? C1 C2 C7 C8 -121.75(13) . . . . ? C3 C2 C7 C8 58.65(16) . . . . ? C1 C2 C7 C9 115.03(14) . . . . ? C3 C2 C7 C9 -64.57(16) . . . . ? C5 C6 C10 C11 -63.62(15) . . . . ? C1 C6 C10 C11 116.40(13) . . . . ? C5 C6 C10 C12 59.77(16) . . . . ? C1 C6 C10 C12 -120.21(14) . . . . ? C15 N1 C13 N2 -0.04(13) . . . . ? C1 N1 C13 N2 -178.66(10) . . . . ? C14 N2 C13 N1 0.02(13) . . . . ? C16 N2 C13 N1 -178.74(10) . . . . ? C13 N2 C14 C15 0.01(13) . . . . ? C16 N2 C14 C15 178.74(11) . . . . ? N2 C14 C15 N1 -0.04(12) . . . . ? C13 N1 C15 C14 0.05(13) . . . . ? C1 N1 C15 C14 178.64(11) . . . . ? C13 N2 C16 C17 78.96(15) . . . . ? C14 N2 C16 C17 -99.58(14) . . . . ? C13 N2 C16 C21 -101.26(13) . . . . ? C14 N2 C16 C21 80.20(15) . . . . ? C21 C16 C17 C18 1.29(18) . . . . ? N2 C16 C17 C18 -178.94(10) . . . . ? C21 C16 C17 C22 -179.76(11) . . . . ? N2 C16 C17 C22 0.01(17) . . . . ? C16 C17 C18 C19 -0.12(19) . . . . ? C22 C17 C18 C19 -179.11(12) . . . . ? C17 C18 C19 C20 -0.9(2) . . . . ? C18 C19 C20 C21 0.9(2) . . . . ? C19 C20 C21 C16 0.17(18) . . . . ? C19 C20 C21 C25 178.68(11) . . . . ? C17 C16 C21 C20 -1.31(18) . . . . ? N2 C16 C21 C20 178.92(10) . . . . ? C17 C16 C21 C25 -179.83(11) . . . . ? N2 C16 C21 C25 0.40(16) . . . . ? C16 C17 C22 C23 128.79(13) . . . . ? C18 C17 C22 C23 -52.29(16) . . . . ? C16 C17 C22 C24 -107.63(14) . . . . ? C18 C17 C22 C24 71.28(15) . . . . ? C20 C21 C25 C26 26.22(17) . . . . ? C16 C21 C25 C26 -155.35(12) . . . . ? C20 C21 C25 C27 -97.91(14) . . . . ? C16 C21 C25 C27 80.52(14) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.785 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.051 data_2012dcp031 _database_code_depnum_ccdc_archive 'CCDC 890611' #TrackingRef 'MF4_all11_1.cif' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-07-04 _audit_author_name 'Pugh, D.C.' _chemical_name_systematic ; 1,3-bis(2,6-Di-isopropylphenyl)imidazolium trimethyldichlorotin(IV) ; # [C27H37N2]+ (some naming difficulty) # 1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-imidazol-2-ylium (ACD I-Lab) # 1,3-bis[2,6-di(propan-2-yl)phenyl]-2,3-dihydro-1H-imidazol-2-ylium (I-Lab) # 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium (ACD I-Lab defaults). # 1,3-bis(2,6-Di-isopropylphenyl)imidazolium (CSD name) # 1,3-bis(2,6-Di-isopropylphenyl)-1H-imidazol-3-ium (CSD name) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H37 N2 1+, C3 H9 Cl2 Sn 1-' _chemical_formula_sum 'C30 H46 Cl2 N2 Sn' _chemical_formula_weight 624.28 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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' _symmetry_Int_Tables_number 14 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 9.801(2) _cell_length_b 20.775(5) _cell_length_c 15.552(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.172(4) _cell_angle_gamma 90.00 _cell_volume 3166.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5755 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 31.2 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.773 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device 'AFC12 (Right): Kappa 3 circle' _diffrn_measurement_device_type 'Rigaku Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15650 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7190 _reflns_number_gt 6307 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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 'w=1/[\s^2^(Fo^2^)+(0.0287P)^2^+1.0782P] 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 7190 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0751 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 N1 N 0.32396(18) 0.47914(9) 0.17807(12) 0.0165(4) Uani 1 1 d . . . N2 N 0.51881(18) 0.47442(8) 0.24544(12) 0.0148(4) Uani 1 1 d . . . C1 C 0.1789(2) 0.47268(11) 0.15737(15) 0.0180(5) Uani 1 1 d . . . C2 C 0.1379(2) 0.42211(11) 0.10427(16) 0.0210(5) Uani 1 1 d . . . C3 C -0.0012(2) 0.41930(12) 0.08242(17) 0.0272(6) Uani 1 1 d . . . H3 H -0.0340 0.3862 0.0452 0.033 Uiso 1 1 calc R . . C4 C -0.0914(3) 0.46407(13) 0.11435(19) 0.0327(6) Uani 1 1 d . . . H4 H -0.1856 0.4611 0.0993 0.039 Uiso 1 1 calc R . . C5 C -0.0462(2) 0.51310(12) 0.16786(18) 0.0268(6) Uani 1 1 d . . . H5 H -0.1101 0.5430 0.1898 0.032 Uiso 1 1 calc R . . C6 C 0.0915(2) 0.51935(11) 0.19004(15) 0.0202(5) Uani 1 1 d . . . C7 C 0.2347(2) 0.36951(12) 0.07543(16) 0.0242(5) Uani 1 1 d . . . H7 H 0.3300 0.3843 0.0883 0.029 Uiso 1 1 calc R . . C8 C 0.2096(3) 0.30874(13) 0.12823(18) 0.0369(7) Uani 1 1 d . . . H8A H 0.2195 0.3188 0.1896 0.055 Uiso 1 1 calc R . . H8B H 0.2762 0.2757 0.1129 0.055 Uiso 1 1 calc R . . H8C H 0.1172 0.2928 0.1160 0.055 Uiso 1 1 calc R . . C9 C 0.2230(3) 0.35572(14) -0.02070(17) 0.0331(6) Uani 1 1 d . . . H9A H 0.1329 0.3375 -0.0343 0.050 Uiso 1 1 calc R . . H9B H 0.2939 0.3250 -0.0368 0.050 Uiso 1 1 calc R . . H9C H 0.2347 0.3958 -0.0529 0.050 Uiso 1 1 calc R . . C10 C 0.1423(2) 0.57318(11) 0.24864(15) 0.0198(5) Uani 1 1 d . . . H10 H 0.2415 0.5796 0.2373 0.024 Uiso 1 1 calc R . . C11 C 0.0702(3) 0.63744(11) 0.23159(18) 0.0305(6) Uani 1 1 d . . . H11A H 0.0735 0.6477 0.1702 0.046 Uiso 1 1 calc R . . H11B H 0.1160 0.6715 0.2648 0.046 Uiso 1 1 calc R . . H11C H -0.0252 0.6343 0.2489 0.046 Uiso 1 1 calc R . . C12 C 0.1297(3) 0.55433(12) 0.34349(17) 0.0299(6) Uani 1 1 d . . . H12A H 0.1733 0.5873 0.3798 0.045 Uiso 1 1 calc R . . H12B H 0.1748 0.5128 0.3535 0.045 Uiso 1 1 calc R . . H12C H 0.0330 0.5508 0.3577 0.045 Uiso 1 1 calc R . . C13 C 0.3881(2) 0.45645(10) 0.24814(15) 0.0161(4) Uani 1 1 d . . . H13 H 0.3479 0.4318 0.2923 0.019 Uiso 1 1 calc R . . C14 C 0.4159(2) 0.51256(11) 0.12867(15) 0.0190(5) Uani 1 1 d . . . H14 H 0.3972 0.5335 0.0755 0.023 Uiso 1 1 calc R . . C15 C 0.5368(2) 0.50954(10) 0.17063(15) 0.0173(5) Uani 1 1 d . . . H15 H 0.6199 0.5281 0.1524 0.021 Uiso 1 1 calc R . . C16 C 0.6244(2) 0.46610(11) 0.31196(14) 0.0172(5) Uani 1 1 d . . . C17 C 0.6990(2) 0.40883(11) 0.31342(15) 0.0197(5) Uani 1 1 d . . . C18 C 0.8078(2) 0.40589(12) 0.37265(16) 0.0235(5) Uani 1 1 d . . . H18 H 0.8632 0.3684 0.3753 0.028 Uiso 1 1 calc R . . C19 C 0.8361(2) 0.45688(12) 0.42761(16) 0.0256(5) Uani 1 1 d . . . H19 H 0.9109 0.4538 0.4672 0.031 Uiso 1 1 calc R . . C20 C 0.7571(2) 0.51224(12) 0.42580(16) 0.0234(5) Uani 1 1 d . . . H20 H 0.7771 0.5463 0.4648 0.028 Uiso 1 1 calc R . . C21 C 0.6483(2) 0.51829(11) 0.36703(15) 0.0184(5) Uani 1 1 d . . . C22 C 0.6622(3) 0.35213(11) 0.25585(16) 0.0240(5) Uani 1 1 d . . . H22 H 0.6182 0.3696 0.2021 0.029 Uiso 1 1 calc R . . C23 C 0.7853(3) 0.31225(13) 0.22970(18) 0.0360(7) Uani 1 1 d . . . H23A H 0.8569 0.3409 0.2089 0.054 Uiso 1 1 calc R . . H23B H 0.7580 0.2823 0.1839 0.054 Uiso 1 1 calc R . . H23C H 0.8201 0.2880 0.2795 0.054 Uiso 1 1 calc R . . C24 C 0.5582(3) 0.30892(13) 0.29931(19) 0.0367(7) Uani 1 1 d . . . H24A H 0.5993 0.2904 0.3517 0.055 Uiso 1 1 calc R . . H24B H 0.5307 0.2742 0.2599 0.055 Uiso 1 1 calc R . . H24C H 0.4780 0.3344 0.3142 0.055 Uiso 1 1 calc R . . C25 C 0.5631(2) 0.57947(11) 0.36430(16) 0.0231(5) Uani 1 1 d . . . H25 H 0.4892 0.5737 0.3197 0.028 Uiso 1 1 calc R . . C26 C 0.4954(3) 0.59127(13) 0.45133(18) 0.0321(6) Uani 1 1 d . . . H26A H 0.4396 0.5539 0.4661 0.048 Uiso 1 1 calc R . . H26B H 0.4375 0.6297 0.4473 0.048 Uiso 1 1 calc R . . H26C H 0.5662 0.5978 0.4960 0.048 Uiso 1 1 calc R . . C27 C 0.6495(3) 0.63738(12) 0.33838(17) 0.0295(6) Uani 1 1 d . . . H27A H 0.7229 0.6440 0.3812 0.044 Uiso 1 1 calc R . . H27B H 0.5919 0.6759 0.3353 0.044 Uiso 1 1 calc R . . H27C H 0.6891 0.6294 0.2820 0.044 Uiso 1 1 calc R . . C28 C 0.8621(2) 0.25737(11) 0.98379(17) 0.0222(5) Uani 1 1 d . . . H28A H 0.9061 0.2157 0.9739 0.033 Uiso 1 1 calc R . . H28B H 0.8727 0.2692 1.0446 0.033 Uiso 1 1 calc R . . H28C H 0.9047 0.2903 0.9481 0.033 Uiso 1 1 calc R . . C29 C 0.5786(3) 0.28822(12) 0.83102(16) 0.0268(6) Uani 1 1 d . . . H29A H 0.6395 0.3227 0.8124 0.040 Uiso 1 1 calc R . . H29B H 0.4863 0.3054 0.8377 0.040 Uiso 1 1 calc R . . H29C H 0.5767 0.2539 0.7879 0.040 Uiso 1 1 calc R . . C30 C 0.5132(2) 0.20790(12) 1.03799(16) 0.0257(6) Uani 1 1 d . . . H30A H 0.5401 0.1632 1.0489 0.039 Uiso 1 1 calc R . . H30B H 0.4205 0.2089 1.0131 0.039 Uiso 1 1 calc R . . H30C H 0.5154 0.2319 1.0922 0.039 Uiso 1 1 calc R . . Cl1 Cl 0.61273(6) 0.36400(3) 1.02056(4) 0.02456(13) Uani 1 1 d . . . Cl2 Cl 0.68759(6) 0.13552(3) 0.88234(4) 0.02547(13) Uani 1 1 d . . . Sn1 Sn 0.650905(16) 0.250615(7) 0.950701(10) 0.01812(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0136(9) 0.0167(9) 0.0192(10) -0.0002(8) -0.0020(8) 0.0011(7) N2 0.0129(9) 0.0133(9) 0.0181(9) 0.0015(8) -0.0011(7) 0.0020(7) C1 0.0122(10) 0.0213(11) 0.0203(12) 0.0024(10) -0.0016(9) -0.0010(9) C2 0.0170(11) 0.0218(12) 0.0243(13) 0.0008(10) -0.0002(10) 0.0011(9) C3 0.0195(12) 0.0264(13) 0.0355(15) -0.0091(12) -0.0037(11) -0.0008(10) C4 0.0136(11) 0.0356(15) 0.0485(18) -0.0069(14) -0.0068(11) 0.0008(11) C5 0.0168(11) 0.0259(13) 0.0376(15) -0.0048(12) -0.0004(11) 0.0044(10) C6 0.0178(11) 0.0194(12) 0.0234(12) 0.0023(10) -0.0001(10) -0.0015(9) C7 0.0181(12) 0.0263(13) 0.0280(13) -0.0056(11) -0.0010(10) 0.0023(10) C8 0.0424(17) 0.0326(15) 0.0357(16) 0.0020(13) 0.0015(13) 0.0154(13) C9 0.0294(14) 0.0402(16) 0.0297(15) -0.0054(13) 0.0008(12) 0.0044(12) C10 0.0168(11) 0.0182(11) 0.0244(12) -0.0007(10) 0.0018(10) 0.0004(9) C11 0.0366(15) 0.0194(12) 0.0353(15) 0.0011(11) -0.0015(12) -0.0001(11) C12 0.0399(15) 0.0237(13) 0.0261(14) 0.0002(11) -0.0014(12) 0.0027(12) C13 0.0158(10) 0.0127(10) 0.0195(11) 0.0004(9) -0.0009(9) -0.0005(9) C14 0.0189(11) 0.0197(12) 0.0183(11) 0.0035(9) 0.0019(9) 0.0005(9) C15 0.0158(11) 0.0165(11) 0.0198(11) 0.0033(9) 0.0021(9) -0.0018(9) C16 0.0130(10) 0.0204(11) 0.0182(11) 0.0045(9) -0.0016(9) -0.0026(9) C17 0.0189(11) 0.0219(12) 0.0184(11) 0.0052(10) 0.0022(9) 0.0017(10) C18 0.0202(12) 0.0259(13) 0.0244(13) 0.0054(11) 0.0001(10) 0.0045(10) C19 0.0178(11) 0.0358(14) 0.0229(12) 0.0075(11) -0.0052(10) -0.0013(11) C20 0.0185(11) 0.0270(13) 0.0245(13) -0.0004(11) -0.0031(10) -0.0057(10) C21 0.0151(11) 0.0195(11) 0.0206(12) 0.0028(10) 0.0007(9) -0.0029(9) C22 0.0275(13) 0.0235(12) 0.0209(12) -0.0002(10) -0.0027(10) 0.0086(11) C23 0.0412(16) 0.0343(15) 0.0324(15) -0.0017(13) 0.0037(13) 0.0184(13) C24 0.0398(16) 0.0237(14) 0.0466(18) -0.0046(13) -0.0005(14) -0.0007(12) C25 0.0222(12) 0.0186(12) 0.0282(13) -0.0020(10) -0.0053(10) -0.0017(10) C26 0.0283(14) 0.0286(14) 0.0394(16) -0.0012(12) 0.0069(12) 0.0020(12) C27 0.0313(14) 0.0239(13) 0.0331(15) 0.0013(11) -0.0023(12) -0.0026(11) C28 0.0179(11) 0.0234(12) 0.0251(13) -0.0010(10) -0.0015(10) -0.0021(10) C29 0.0300(14) 0.0284(14) 0.0216(13) 0.0037(11) -0.0049(11) -0.0024(11) C30 0.0234(12) 0.0241(13) 0.0300(14) 0.0031(11) 0.0070(11) -0.0026(10) Cl1 0.0315(3) 0.0196(3) 0.0224(3) 0.0000(2) -0.0027(2) 0.0016(2) Cl2 0.0242(3) 0.0221(3) 0.0301(3) -0.0068(3) 0.0016(2) -0.0007(2) Sn1 0.01784(9) 0.01819(9) 0.01832(9) 0.00107(6) -0.00029(6) -0.00139(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C13 1.333(3) . ? N1 C14 1.383(3) . ? N1 C1 1.457(3) . ? N2 C13 1.336(3) . ? N2 C15 1.388(3) . ? N2 C16 1.458(3) . ? C1 C2 1.390(3) . ? C1 C6 1.397(3) . ? C2 C3 1.400(3) . ? C2 C7 1.520(3) . ? C3 C4 1.382(3) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.392(3) . ? C5 H5 0.9500 . ? C6 C10 1.520(3) . ? C7 C9 1.524(3) . ? C7 C8 1.529(4) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.531(3) . ? C10 C12 1.534(3) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 0.9500 . ? C14 C15 1.343(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.397(3) . ? C16 C21 1.399(3) . ? C17 C18 1.396(3) . ? C17 C22 1.519(3) . ? C18 C19 1.386(3) . ? C18 H18 0.9500 . ? C19 C20 1.386(3) . ? C19 H19 0.9500 . ? C20 C21 1.396(3) . ? C20 H20 0.9500 . ? C21 C25 1.521(3) . ? C22 C24 1.526(4) . ? C22 C23 1.526(3) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C27 1.530(3) . ? C25 C26 1.539(3) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 Sn1 2.127(2) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 Sn1 2.127(2) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 Sn1 2.128(2) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? Cl1 Sn1 2.6240(8) . ? Cl2 Sn1 2.6443(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 C13 N1 C14 109.26(19) . . ? C13 N1 C1 126.14(19) . . ? C14 N1 C1 124.56(19) . . ? C13 N2 C15 108.16(19) . . ? C13 N2 C16 127.70(19) . . ? C15 N2 C16 123.82(18) . . ? C2 C1 C6 124.6(2) . . ? C2 C1 N1 118.0(2) . . ? C6 C1 N1 117.3(2) . . ? C1 C2 C3 116.4(2) . . ? C1 C2 C7 122.9(2) . . ? C3 C2 C7 120.6(2) . . ? C4 C3 C2 120.8(2) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.9(2) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 121.0(2) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 116.4(2) . . ? C5 C6 C10 121.4(2) . . ? C1 C6 C10 122.2(2) . . ? C2 C7 C9 112.9(2) . . ? C2 C7 C8 109.1(2) . . ? C9 C7 C8 111.2(2) . . ? C2 C7 H7 107.8 . . ? C9 C7 H7 107.8 . . ? C8 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 113.1(2) . . ? C6 C10 C12 110.90(19) . . ? C11 C10 C12 110.1(2) . . ? C6 C10 H10 107.5 . . ? C11 C10 H10 107.5 . . ? C12 C10 H10 107.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 N2 108.19(19) . . ? N1 C13 H13 125.9 . . ? N2 C13 H13 125.9 . . ? C15 C14 N1 106.6(2) . . ? C15 C14 H14 126.7 . . ? N1 C14 H14 126.7 . . ? C14 C15 N2 107.83(19) . . ? C14 C15 H15 126.1 . . ? N2 C15 H15 126.1 . . ? C17 C16 C21 124.7(2) . . ? C17 C16 N2 118.4(2) . . ? C21 C16 N2 116.8(2) . . ? C18 C17 C16 116.2(2) . . ? C18 C17 C22 121.6(2) . . ? C16 C17 C22 122.2(2) . . ? C19 C18 C17 120.9(2) . . ? C19 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? C18 C19 C20 121.1(2) . . ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? C19 C20 C21 120.4(2) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C16 116.6(2) . . ? C20 C21 C25 120.3(2) . . ? C16 C21 C25 123.1(2) . . ? C17 C22 C24 110.4(2) . . ? C17 C22 C23 113.5(2) . . ? C24 C22 C23 109.7(2) . . ? C17 C22 H22 107.7 . . ? C24 C22 H22 107.7 . . ? C23 C22 H22 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 C27 110.98(19) . . ? C21 C25 C26 110.8(2) . . ? C27 C25 C26 110.9(2) . . ? C21 C25 H25 108.0 . . ? C27 C25 H25 108.0 . . ? C26 C25 H25 108.0 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? Sn1 C28 H28A 109.5 . . ? Sn1 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? Sn1 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? Sn1 C29 H29A 109.5 . . ? Sn1 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? Sn1 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? Sn1 C30 H30A 109.5 . . ? Sn1 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? Sn1 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 Sn1 C28 119.51(10) . . ? C29 Sn1 C30 120.47(10) . . ? C28 Sn1 C30 120.01(10) . . ? C29 Sn1 Cl1 89.13(7) . . ? C28 Sn1 Cl1 89.25(7) . . ? C30 Sn1 Cl1 90.71(7) . . ? C29 Sn1 Cl2 91.48(7) . . ? C28 Sn1 Cl2 90.99(7) . . ? C30 Sn1 Cl2 88.44(7) . . ? Cl1 Sn1 Cl2 179.124(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 N1 C1 C2 -95.4(3) . . . . ? C14 N1 C1 C2 87.4(3) . . . . ? C13 N1 C1 C6 86.8(3) . . . . ? C14 N1 C1 C6 -90.4(3) . . . . ? C6 C1 C2 C3 0.6(4) . . . . ? N1 C1 C2 C3 -177.0(2) . . . . ? C6 C1 C2 C7 -175.4(2) . . . . ? N1 C1 C2 C7 7.0(3) . . . . ? C1 C2 C3 C4 -1.4(4) . . . . ? C7 C2 C3 C4 174.6(2) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C3 C4 C5 C6 1.0(4) . . . . ? C4 C5 C6 C1 -1.7(4) . . . . ? C4 C5 C6 C10 179.8(2) . . . . ? C2 C1 C6 C5 1.0(4) . . . . ? N1 C1 C6 C5 178.6(2) . . . . ? C2 C1 C6 C10 179.4(2) . . . . ? N1 C1 C6 C10 -3.0(3) . . . . ? C1 C2 C7 C9 -133.0(2) . . . . ? C3 C2 C7 C9 51.1(3) . . . . ? C1 C2 C7 C8 102.7(3) . . . . ? C3 C2 C7 C8 -73.1(3) . . . . ? C5 C6 C10 C11 -39.2(3) . . . . ? C1 C6 C10 C11 142.5(2) . . . . ? C5 C6 C10 C12 85.1(3) . . . . ? C1 C6 C10 C12 -93.2(3) . . . . ? C14 N1 C13 N2 0.1(2) . . . . ? C1 N1 C13 N2 -177.4(2) . . . . ? C15 N2 C13 N1 -0.2(2) . . . . ? C16 N2 C13 N1 173.5(2) . . . . ? C13 N1 C14 C15 -0.1(3) . . . . ? C1 N1 C14 C15 177.6(2) . . . . ? N1 C14 C15 N2 0.0(3) . . . . ? C13 N2 C15 C14 0.1(3) . . . . ? C16 N2 C15 C14 -173.8(2) . . . . ? C13 N2 C16 C17 87.7(3) . . . . ? C15 N2 C16 C17 -99.5(3) . . . . ? C13 N2 C16 C21 -95.8(3) . . . . ? C15 N2 C16 C21 76.9(3) . . . . ? C21 C16 C17 C18 -2.4(3) . . . . ? N2 C16 C17 C18 173.72(19) . . . . ? C21 C16 C17 C22 175.9(2) . . . . ? N2 C16 C17 C22 -8.0(3) . . . . ? C16 C17 C18 C19 1.5(3) . . . . ? C22 C17 C18 C19 -176.9(2) . . . . ? C17 C18 C19 C20 0.3(4) . . . . ? C18 C19 C20 C21 -1.3(4) . . . . ? C19 C20 C21 C16 0.4(3) . . . . ? C19 C20 C21 C25 -179.1(2) . . . . ? C17 C16 C21 C20 1.5(3) . . . . ? N2 C16 C21 C20 -174.69(19) . . . . ? C17 C16 C21 C25 -179.0(2) . . . . ? N2 C16 C21 C25 4.8(3) . . . . ? C18 C17 C22 C24 90.5(3) . . . . ? C16 C17 C22 C24 -87.7(3) . . . . ? C18 C17 C22 C23 -33.1(3) . . . . ? C16 C17 C22 C23 148.7(2) . . . . ? C20 C21 C25 C27 63.7(3) . . . . ? C16 C21 C25 C27 -115.7(2) . . . . ? C20 C21 C25 C26 -60.0(3) . . . . ? C16 C21 C25 C26 120.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.766 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.070 #===END OF CIF ============================================================== # # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set. # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # #===END OF FILE =============================================================