#------------------------------------------------------------------------------ #$Date: 2019-11-08 01:10:20 +0200 (Fri, 08 Nov 2019) $ #$Revision: 224433 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/00/7700007.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7700007 loop_ _publ_author_name 'Deblonde, Gauthier J.-P.' 'Lohrey, Trevor D.' 'Abergel, Rebecca J.' _publ_section_title ; Inducing selectivity and chirality in group IV metal coordination with high-denticity hydroxypyridinones. ; _journal_issue 23 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 8238 _journal_page_last 8247 _journal_paper_doi 10.1039/c9dt01031a _journal_volume 48 _journal_year 2019 _chemical_formula_moiety 'C34 H34 Hf N8 O12, 3(H2 O)' _chemical_formula_sum 'C34 H40 Hf N8 O15' _chemical_formula_weight 979.23 _chemical_name_common 'Hf(3,4,3-HOPO) trihydrate' _space_group_crystal_system orthorhombic _space_group_IT_number 20 _space_group_name_Hall 'C 2c 2' _space_group_name_H-M_alt 'C 2 2 21' _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M 'C 2 2 21' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-04-06 deposited with the CCDC. 2019-05-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.0989(7) _cell_length_b 16.9738(7) _cell_length_c 13.3829(6) _cell_measurement_reflns_used 23773 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.666 _cell_measurement_theta_min 2.523 _cell_volume 3657.0(3) _computing_cell_refinement 'SAINT V8.38A Bruker, Madison WI' _computing_data_collection 'Bruker APEX3 Bruker, Madison WI' _computing_data_reduction 'SAINT V8.38A Bruker, Madison WI' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution SHELXT _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10.42 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker D8 with PHOTON 100 detector' _diffrn_measurement_method '\f and \w shutterless scans' _diffrn_radiation_monochromator 'silicon 111' _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.7749 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_unetI/netI 0.0306 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 23773 _diffrn_reflns_point_group_measured_fraction_full 0.985 _diffrn_reflns_point_group_measured_fraction_max 0.987 _diffrn_reflns_theta_full 27.710 _diffrn_reflns_theta_max 33.666 _diffrn_reflns_theta_min 2.523 _diffrn_source 'Advanced Light Source, station 11.3.1' _exptl_absorpt_coefficient_mu 3.646 _exptl_absorpt_correction_T_max 0.7466 _exptl_absorpt_correction_T_min 0.6717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.779 _exptl_crystal_description shard _exptl_crystal_F_000 1968 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.060 _refine_diff_density_max 0.997 _refine_diff_density_min -1.282 _refine_diff_density_rms 0.091 _refine_ls_abs_structure_details ; Flack x determined using 2381 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.026(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 296 _refine_ls_number_reflns 5551 _refine_ls_number_restraints 9 _refine_ls_restrained_S_all 1.120 _refine_ls_R_factor_all 0.0180 _refine_ls_R_factor_gt 0.0176 _refine_ls_shift/su_max 0.068 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0075P)^2^+4.7122P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.0461 _reflns_Friedel_coverage 0.800 _reflns_Friedel_fraction_full 0.968 _reflns_Friedel_fraction_max 0.975 _reflns_number_gt 5436 _reflns_number_total 5551 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9dt01031a2.cif _cod_data_source_block shelx _cod_depositor_comments ; The following automatic conversions were performed: '_atom_sites_solution_secondary' value 'diffmap' was changed to 'difmap'. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas Adding full bibliography for 7700007.cif. ; _cod_database_code 7700007 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.712 _shelx_estimated_absorpt_t_max 0.811 _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL shelxt_b.res in C222(1) CELL 0.77490 16.0989 16.9738 13.3829 90.000 90.000 90.000 ZERR 4.00 0.0007 0.0007 0.0006 0.000 0.000 0.000 LATT -7 SYMM - X, - Y, 1/2 + Z SYMM - X, Y, 1/2 - Z SYMM X, - Y, - Z SFAC C H N O HF DISP Hf -0.79922 7.15488 32046.84 DISP O 0.01323 0.00737 40.17 DISP N 0.00762 0.00403 23.92 DISP C 0.00399 0.00197 13.60 DISP H 0.00000 0.00000 0.67 UNIT 136 160 32 60 4 MERG 2 DFIX 0.90 0.005 O8W H1W o8w h4w dfix 1.25 0.01 h1w h4w ISOR 0.005 C8 eadp h4w h1w FMAP 2 PLAN 40 SIZE 0.060 0.080 0.100 ACTA 55.42 BOND $H LIST 4 WPDB -2 L.S. 10 TEMP -173.00 WGHT 0.007500 4.712200 FVAR 0.05664 0.72545 C1 1 0.483848 0.641997 0.527940 11.00000 0.01348 0.02567 = 0.01455 0.00016 0.00014 0.00552 C2 1 0.463373 0.627749 0.426953 11.00000 0.02085 0.04064 = 0.01355 -0.00101 -0.00012 0.00755 AFIX 43 H2 2 0.461388 0.575487 0.401664 11.00000 -1.20000 AFIX 0 C3 1 0.446280 0.691134 0.365577 11.00000 0.02068 0.05432 = 0.01407 0.00847 -0.00073 0.00537 AFIX 43 H3 2 0.431508 0.682114 0.297810 11.00000 -1.20000 AFIX 0 C4 1 0.450340 0.767706 0.401296 11.00000 0.01813 0.04601 = 0.02400 0.01888 0.00155 0.00222 AFIX 43 H4 2 0.438326 0.810676 0.358169 11.00000 -1.20000 AFIX 0 C5 1 0.471686 0.781314 0.498805 11.00000 0.01086 0.02920 = 0.02403 0.01364 0.00013 0.00095 C6 1 0.482878 0.863255 0.541803 11.00000 0.01636 0.02733 = 0.03439 0.01975 -0.00859 -0.01013 PART 1 C7 1 0.419702 0.977217 0.633078 21.00000 0.03613 0.01620 = 0.02411 -0.00076 0.00688 -0.00768 AFIX 23 H7A 2 0.362017 0.997345 0.635362 21.00000 -1.20000 H7B 2 0.452104 1.011962 0.588234 21.00000 -1.20000 AFIX 0 C8 1 0.457044 0.980321 0.737916 21.00000 0.04772 0.05824 = 0.06627 -0.04867 -0.03717 0.02197 AFIX 23 H8A 2 0.433789 1.028248 0.769455 21.00000 -1.20000 H8B 2 0.432827 0.935073 0.774388 21.00000 -1.20000 AFIX 0 PART 0 C9 1 0.341997 0.850914 0.611515 11.00000 0.01451 0.01671 = 0.02784 0.00426 -0.00407 -0.00181 AFIX 23 H9A 2 0.319557 0.867884 0.676940 11.00000 0.02820 H9B 2 0.354086 0.793815 0.615537 11.00000 -1.20000 AFIX 0 C10 1 0.276628 0.865457 0.530102 11.00000 0.01964 0.02101 = 0.03500 0.00568 -0.00866 0.00107 AFIX 23 H10A 2 0.265514 0.922687 0.525125 11.00000 -1.20000 H10B 2 0.298726 0.847504 0.464931 11.00000 -1.20000 AFIX 0 C11 1 0.195590 0.822323 0.552063 11.00000 0.01557 0.02078 = 0.04025 -0.00177 -0.00806 0.00398 AFIX 23 H11A 2 0.170962 0.843120 0.614503 11.00000 -1.20000 H11B 2 0.155699 0.831740 0.497045 11.00000 -1.20000 AFIX 0 C12 1 0.218888 0.704045 0.651983 11.00000 0.00893 0.02491 = 0.02297 -0.00342 -0.00203 0.00014 C13 1 0.244414 0.619134 0.651810 11.00000 0.01536 0.02231 = 0.01720 0.00024 -0.00156 -0.00203 C14 1 0.195136 0.558329 0.620372 11.00000 0.01993 0.02817 = 0.02826 0.00102 -0.00825 -0.00820 AFIX 43 H14 2 0.144164 0.568628 0.587075 11.00000 -1.20000 AFIX 0 C15 1 0.220874 0.480434 0.637960 11.00000 0.02755 0.02543 = 0.03077 0.00113 -0.01089 -0.01147 AFIX 43 H15 2 0.187260 0.437883 0.615790 11.00000 -1.20000 AFIX 0 C16 1 0.293909 0.465258 0.686728 11.00000 0.02628 0.01895 = 0.02790 0.00262 -0.00507 -0.01050 AFIX 43 H16 2 0.308993 0.412500 0.701968 11.00000 -1.20000 AFIX 0 C17 1 0.346773 0.527814 0.714369 11.00000 0.01775 0.01782 = 0.01547 0.00263 -0.00162 -0.00309 N1 3 0.488470 0.718217 0.558895 11.00000 0.00980 0.02123 = 0.01551 0.00629 -0.00010 0.00120 N2 3 0.319382 0.602424 0.695820 11.00000 0.01290 0.01555 = 0.01673 -0.00072 -0.00070 -0.00400 N3 3 0.419414 0.894059 0.590792 11.00000 0.02315 0.01848 = 0.03060 0.00978 -0.00929 -0.00759 N4 3 0.210263 0.737483 0.562526 11.00000 0.01506 0.01944 = 0.02392 -0.00145 -0.00309 0.00124 AFIX 43 H4A 2 0.213441 0.708015 0.508560 11.00000 -1.20000 AFIX 0 O1 4 0.499446 0.589588 0.594470 11.00000 0.02307 0.01894 = 0.01333 -0.00066 -0.00255 0.00619 O2 4 0.512629 0.729901 0.654740 11.00000 0.01568 0.01753 = 0.01495 0.00440 -0.00224 -0.00257 O3 4 0.372618 0.661245 0.719430 11.00000 0.00972 0.01433 = 0.02133 -0.00251 -0.00261 -0.00232 O4 4 0.419115 0.522150 0.753518 11.00000 0.01729 0.01408 = 0.02355 0.00207 -0.00479 -0.00391 O5 4 0.549076 0.897852 0.524254 11.00000 0.02248 0.04779 = 0.04622 0.02973 -0.00718 -0.02044 O7W 4 0.319709 0.797855 0.862398 11.00000 0.02368 0.02738 = 0.02124 -0.00909 -0.00175 0.00454 O8W 4 0.133003 1.000000 0.500000 10.50000 0.02397 0.02911 = 0.07138 -0.01377 0.00000 0.00000 HF1 5 0.500000 0.625000 0.750000 10.50000 0.01031 0.00938 = 0.01142 0.00000 -0.00014 0.00000 PART 2 C8A 1 0.501822 0.935562 0.724389 -21.00000 0.01308 0.02212 = 0.02071 -0.00229 0.00028 -0.01061 AFIX 23 H8A1 2 0.515119 0.879873 0.709301 -21.00000 -1.20000 H8A2 2 0.554389 0.964549 0.713345 -21.00000 -1.20000 AFIX 0 C7A 1 0.449381 0.960085 0.635281 -21.00000 0.02886 0.01581 = 0.01383 -0.00410 0.00272 0.00250 AFIX 23 H7A1 2 0.402853 0.993909 0.657621 -21.00000 -1.20000 H7A2 2 0.483587 0.990398 0.587312 -21.00000 -1.20000 AFIX 0 PART 0 O6 4 0.206682 0.737856 0.731753 11.00000 0.01739 0.04044 = 0.02393 -0.00969 -0.00149 0.00583 H1W 2 0.077093 1.000000 0.500000 10.50000 2.00000 H2W 2 0.362114 0.788940 0.851960 11.00000 0.02831 H3W 2 0.290533 0.771868 0.822265 11.00000 0.07459 H4W 2 0.130997 1.032990 0.552596 10.50000 2.00000 HKLF 4 REM shelxt_b.res in C222(1) REM R1 = 0.0176 for 5436 Fo > 4sig(Fo) and 0.0180 for all 5551 data REM 296 parameters refined using 9 restraints END WGHT 0.0075 4.7148 REM Highest difference peak 0.997, deepest hole -1.282, 1-sigma level 0.091 Q1 1 0.4805 1.0062 0.7044 11.00000 0.05 1.00 Q2 1 0.4996 0.5938 0.6572 11.00000 0.05 0.35 Q3 1 0.4338 0.5820 0.7454 11.00000 0.05 0.31 Q4 1 0.4300 0.6609 0.7408 11.00000 0.05 0.29 Q5 1 0.4987 0.6494 0.6578 11.00000 0.05 0.28 Q6 1 0.5344 0.6857 0.7251 11.00000 0.05 0.28 Q7 1 0.5356 0.6870 0.7808 11.00000 0.05 0.28 Q8 1 0.4383 1.1135 0.7464 11.00000 0.05 0.28 Q9 1 0.2640 0.4803 0.6433 11.00000 0.05 0.26 Q10 1 0.4602 0.5602 0.7718 11.00000 0.05 0.26 Q11 1 0.0957 1.0125 0.5588 11.00000 0.05 0.26 Q12 1 0.4652 0.4888 0.7754 11.00000 0.05 0.26 Q13 1 0.3962 0.4852 0.4364 11.00000 0.05 0.26 Q14 1 0.4769 0.7625 0.2976 11.00000 0.05 0.25 Q15 1 0.2700 0.8423 0.3539 11.00000 0.05 0.25 Q16 1 0.2634 0.6581 0.4608 11.00000 0.05 0.25 Q17 1 0.2815 0.6090 0.8331 11.00000 0.05 0.24 Q18 1 0.2264 0.6619 0.6401 11.00000 0.05 0.24 Q19 1 0.5611 0.8827 0.4833 11.00000 0.05 0.24 Q20 1 0.4907 0.7807 0.4356 11.00000 0.05 0.23 Q21 1 0.4586 1.0834 0.7585 11.00000 0.05 0.23 Q22 1 0.4601 0.5598 0.7265 11.00000 0.05 0.22 Q23 1 0.5576 0.8757 0.7788 11.00000 0.05 0.21 Q24 1 0.1058 0.9258 0.6390 11.00000 0.05 0.21 Q25 1 0.4178 1.0228 0.7189 11.00000 0.05 0.21 Q26 1 0.3381 0.7745 0.4155 11.00000 0.05 0.21 Q27 1 0.3338 0.5643 0.7048 11.00000 0.05 0.21 Q28 1 0.2083 0.5220 0.6359 11.00000 0.05 0.20 Q29 1 0.2349 0.9797 0.6430 11.00000 0.05 0.20 Q30 1 0.4240 0.9203 0.7359 11.00000 0.05 0.20 Q31 1 0.1711 0.6193 0.7575 11.00000 0.05 0.20 Q32 1 0.5302 0.8345 0.5176 11.00000 0.05 0.20 Q33 1 0.1080 0.9719 0.6404 11.00000 0.05 0.19 Q34 1 0.4805 0.7406 0.7050 11.00000 0.05 0.19 Q35 1 0.3451 1.0708 0.6429 11.00000 0.05 0.19 Q36 1 0.5206 0.7474 0.3550 11.00000 0.05 0.19 Q37 1 0.5347 0.6378 0.4796 11.00000 0.05 0.19 Q38 1 0.5839 0.7021 0.7003 11.00000 0.05 0.19 Q39 1 0.2797 0.9138 0.3631 11.00000 0.05 0.19 Q40 1 0.3101 0.8558 0.9219 11.00000 0.05 0.19 ; _shelx_res_checksum 84483 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.48385(16) 0.64200(18) 0.5279(2) 0.0179(6) Uani 1 1 d . . . . . C2 C 0.4634(2) 0.6277(2) 0.4270(2) 0.0250(6) Uani 1 1 d . . . . . H2 H 0.4614 0.5755 0.4017 0.030 Uiso 1 1 calc R U . . . C3 C 0.4463(2) 0.6911(3) 0.3656(2) 0.0297(8) Uani 1 1 d . . . . . H3 H 0.4315 0.6821 0.2978 0.036 Uiso 1 1 calc R U . . . C4 C 0.4503(2) 0.7677(2) 0.4013(3) 0.0294(8) Uani 1 1 d . . . . . H4 H 0.4383 0.8107 0.3582 0.035 Uiso 1 1 calc R U . . . C5 C 0.47169(18) 0.7813(2) 0.4988(2) 0.0214(6) Uani 1 1 d . . . . . C6 C 0.48288(18) 0.8633(2) 0.5418(3) 0.0260(7) Uani 1 1 d . . . . . C7 C 0.4197(5) 0.9772(4) 0.6331(5) 0.0255(13) Uani 0.725(11) 1 d . . P A 1 H7A H 0.3620 0.9973 0.6354 0.031 Uiso 0.725(11) 1 calc R U P A 1 H7B H 0.4521 1.0120 0.5882 0.031 Uiso 0.725(11) 1 calc R U P A 1 C8 C 0.4570(4) 0.9803(4) 0.7379(6) 0.057(2) Uani 0.725(11) 1 d . U P A 1 H8A H 0.4338 1.0282 0.7695 0.069 Uiso 0.725(11) 1 calc R U P A 1 H8B H 0.4328 0.9351 0.7744 0.069 Uiso 0.725(11) 1 calc R U P A 1 C9 C 0.34200(19) 0.85091(18) 0.6115(2) 0.0197(5) Uani 1 1 d . . . . . H9A H 0.3196 0.8679 0.6769 0.028(11) Uiso 1 1 calc R . . . . H9B H 0.3541 0.7938 0.6155 0.034 Uiso 1 1 calc R U . . . C10 C 0.2766(2) 0.86546(19) 0.5301(3) 0.0252(6) Uani 1 1 d . . . . . H10A H 0.2655 0.9227 0.5251 0.030 Uiso 1 1 calc R U . . . H10B H 0.2987 0.8475 0.4649 0.030 Uiso 1 1 calc R U . . . C11 C 0.1956(2) 0.82232(19) 0.5521(3) 0.0255(6) Uani 1 1 d . . . . . H11A H 0.1710 0.8431 0.6145 0.031 Uiso 1 1 calc R U . . . H11B H 0.1557 0.8317 0.4970 0.031 Uiso 1 1 calc R U . . . C12 C 0.21889(17) 0.70404(19) 0.6520(2) 0.0189(5) Uani 1 1 d . . . . . C13 C 0.24441(16) 0.61913(19) 0.6518(3) 0.0183(6) Uani 1 1 d . . . . . C14 C 0.1951(2) 0.5583(2) 0.6204(3) 0.0255(6) Uani 1 1 d . . . . . H14 H 0.1442 0.5686 0.5871 0.031 Uiso 1 1 calc R U . . . C15 C 0.2209(2) 0.4804(2) 0.6380(3) 0.0279(7) Uani 1 1 d . . . . . H15 H 0.1873 0.4379 0.6158 0.033 Uiso 1 1 calc R U . . . C16 C 0.2939(2) 0.4653(2) 0.6867(3) 0.0244(6) Uani 1 1 d . . . . . H16 H 0.3090 0.4125 0.7020 0.029 Uiso 1 1 calc R U . . . C17 C 0.34677(19) 0.52781(18) 0.7144(2) 0.0170(5) Uani 1 1 d . . . . . N1 N 0.48847(15) 0.71822(14) 0.55890(17) 0.0155(5) Uani 1 1 d . . . . . N2 N 0.31938(15) 0.60242(14) 0.69582(18) 0.0151(4) Uani 1 1 d . . . . . N3 N 0.41941(18) 0.89406(16) 0.5908(2) 0.0241(6) Uani 1 1 d . . . . . N4 N 0.21026(16) 0.73748(15) 0.5625(2) 0.0195(5) Uani 1 1 d . . . . . H4A H 0.2134 0.7080 0.5086 0.023 Uiso 1 1 calc R U . . . O1 O 0.4994(2) 0.58959(11) 0.59447(13) 0.0184(3) Uani 1 1 d . . . . . O2 O 0.51263(13) 0.72990(12) 0.65474(15) 0.0161(4) Uani 1 1 d . . . . . O3 O 0.37262(12) 0.66124(12) 0.71943(16) 0.0151(4) Uani 1 1 d . . . . . O4 O 0.41911(11) 0.52215(10) 0.7535(2) 0.0183(3) Uani 1 1 d . . . . . O5 O 0.54908(17) 0.89785(19) 0.5243(2) 0.0388(7) Uani 1 1 d . . . . . O7W O 0.31971(18) 0.79785(15) 0.86240(19) 0.0241(5) Uani 1 1 d . . . . . O8W O 0.1330(3) 1.0000 0.5000 0.0415(11) Uani 1 2 d DS T P . . Hf1 Hf 0.5000 0.62500(2) 0.7500 0.01037(4) Uani 1 2 d S T P . . C8A C 0.5018(11) 0.9356(6) 0.7244(6) 0.019(3) Uani 0.275(11) 1 d . . P A 2 H8A1 H 0.5151 0.8799 0.7093 0.022 Uiso 0.275(11) 1 calc R U P A 2 H8A2 H 0.5544 0.9645 0.7133 0.022 Uiso 0.275(11) 1 calc R U P A 2 C7A C 0.4494(12) 0.9601(10) 0.6353(12) 0.020(3) Uani 0.275(11) 1 d . . P A 2 H7A1 H 0.4029 0.9939 0.6576 0.023 Uiso 0.275(11) 1 calc R U P A 2 H7A2 H 0.4836 0.9904 0.5873 0.023 Uiso 0.275(11) 1 calc R U P A 2 O6 O 0.20668(15) 0.73786(16) 0.73175(17) 0.0273(5) Uani 1 1 d . . . . . H1W H 0.0771(5) 1.0000 0.5000 2.0(11) Uiso 1 2 d DS . P . . H2W H 0.362(3) 0.789(3) 0.852(4) 0.028(13) Uiso 1 1 d . . . . . H3W H 0.291(5) 0.772(4) 0.822(5) 0.07(2) Uiso 1 1 d . . . . . H4W H 0.1310(14) 1.033(17) 0.553(17) 2.0(11) Uiso 0.5 1 d D . P . . 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 C1 0.0135(14) 0.0257(13) 0.0145(11) 0.0002(9) 0.0001(8) 0.0055(9) C2 0.0209(14) 0.0406(18) 0.0136(12) -0.0010(12) -0.0001(10) 0.0076(14) C3 0.0207(14) 0.054(2) 0.0141(13) 0.0085(13) -0.0007(11) 0.0054(15) C4 0.0181(14) 0.046(2) 0.0240(15) 0.0189(14) 0.0015(12) 0.0022(14) C5 0.0109(10) 0.0292(15) 0.0240(13) 0.0136(12) 0.0001(10) 0.0009(10) C6 0.0164(15) 0.0273(15) 0.0344(16) 0.0197(13) -0.0086(11) -0.0101(11) C7 0.036(4) 0.016(3) 0.024(2) -0.001(2) 0.007(3) -0.008(2) C8 0.048(3) 0.058(3) 0.066(4) -0.049(3) -0.037(3) 0.022(3) C9 0.0145(12) 0.0167(12) 0.0278(14) 0.0043(11) -0.0041(11) -0.0018(10) C10 0.0196(15) 0.0210(14) 0.0350(17) 0.0057(12) -0.0087(12) 0.0011(11) C11 0.0156(13) 0.0208(14) 0.0402(18) -0.0018(12) -0.0081(12) 0.0040(11) C12 0.0089(12) 0.0249(14) 0.0230(13) -0.0034(11) -0.0020(10) 0.0001(10) C13 0.0154(13) 0.0223(15) 0.0172(14) 0.0002(11) -0.0016(9) -0.0020(10) C14 0.0199(15) 0.0282(16) 0.0283(16) 0.0010(12) -0.0083(12) -0.0082(12) C15 0.0275(18) 0.0254(16) 0.0308(16) 0.0011(13) -0.0109(14) -0.0115(13) C16 0.0263(16) 0.0190(13) 0.0279(15) 0.0026(11) -0.0051(13) -0.0105(12) C17 0.0178(13) 0.0178(12) 0.0155(10) 0.0026(9) -0.0016(10) -0.0031(10) N1 0.0098(13) 0.0212(10) 0.0155(9) 0.0063(8) -0.0001(8) 0.0012(8) N2 0.0129(10) 0.0156(10) 0.0167(10) -0.0007(8) -0.0007(8) -0.0040(8) N3 0.0232(13) 0.0185(12) 0.0306(14) 0.0098(10) -0.0093(11) -0.0076(10) N4 0.0151(10) 0.0194(11) 0.0239(12) -0.0015(9) -0.0031(9) 0.0012(9) O1 0.0231(8) 0.0189(8) 0.0133(7) -0.0007(6) -0.0025(11) 0.0062(13) O2 0.0157(12) 0.0175(8) 0.0150(7) 0.0044(6) -0.0022(7) -0.0026(7) O3 0.0097(8) 0.0143(8) 0.0213(9) -0.0025(7) -0.0026(6) -0.0023(7) O4 0.0173(8) 0.0141(7) 0.0235(8) 0.0021(11) -0.0048(11) -0.0039(6) O5 0.0225(12) 0.0478(17) 0.0462(17) 0.0297(14) -0.0072(11) -0.0204(12) O7W 0.0237(12) 0.0274(12) 0.0212(11) -0.0091(9) -0.0017(9) 0.0045(10) O8W 0.0240(19) 0.0291(19) 0.071(3) -0.014(2) 0.000 0.000 Hf1 0.01031(6) 0.00938(6) 0.01142(6) 0.000 -0.00014(6) 0.000 C8A 0.013(4) 0.022(4) 0.021(5) -0.002(3) 0.000(7) -0.011(6) C7A 0.029(8) 0.016(7) 0.014(5) -0.004(4) 0.003(6) 0.002(5) O6 0.0174(9) 0.0404(13) 0.0239(14) -0.0097(9) -0.0015(8) 0.0058(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)' H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)' N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)' O O 0.0132 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)' Hf Hf -0.7992 7.1549 'Calculated using XDISP in WinGX (Farrugia, 1999)' 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 O1 C1 N1 115.9(2) . . O1 C1 C2 126.2(3) . . N1 C1 C2 117.8(3) . . C3 C2 C1 118.8(3) . . C3 C2 H2 120.6 . . C1 C2 H2 120.6 . . C2 C3 C4 121.0(3) . . C2 C3 H3 119.5 . . C4 C3 H3 119.5 . . C5 C4 C3 119.9(3) . . C5 C4 H4 120.0 . . C3 C4 H4 120.0 . . N1 C5 C4 118.6(3) . . N1 C5 C6 118.2(3) . . C4 C5 C6 123.1(3) . . O5 C6 N3 124.8(4) . . O5 C6 C5 117.7(3) . . N3 C6 C5 117.3(3) . . N3 C7 C8 112.0(5) . . N3 C7 H7A 109.2 . . C8 C7 H7A 109.2 . . N3 C7 H7B 109.2 . . C8 C7 H7B 109.2 . . H7A C7 H7B 107.9 . . C8 C8 C7 126.3(10) 3_656 . C8 C8 H8A 105.7 3_656 . C7 C8 H8A 105.7 . . C8 C8 H8B 105.7 3_656 . C7 C8 H8B 105.7 . . H8A C8 H8B 106.2 . . N3 C9 C10 111.5(3) . . N3 C9 H9A 109.3 . . C10 C9 H9A 109.3 . . N3 C9 H9B 109.3 . . C10 C9 H9B 109.3 . . H9A C9 H9B 108.0 . . C11 C10 C9 111.9(3) . . C11 C10 H10A 109.2 . . C9 C10 H10A 109.2 . . C11 C10 H10B 109.2 . . C9 C10 H10B 109.2 . . H10A C10 H10B 107.9 . . N4 C11 C10 110.6(3) . . N4 C11 H11A 109.5 . . C10 C11 H11A 109.5 . . N4 C11 H11B 109.5 . . C10 C11 H11B 109.5 . . H11A C11 H11B 108.1 . . O6 C12 N4 124.4(3) . . O6 C12 C13 119.7(3) . . N4 C12 C13 115.9(3) . . C14 C13 N2 119.1(3) . . C14 C13 C12 124.5(3) . . N2 C13 C12 116.1(3) . . C13 C14 C15 119.2(3) . . C13 C14 H14 120.4 . . C15 C14 H14 120.4 . . C16 C15 C14 120.7(3) . . C16 C15 H15 119.7 . . C14 C15 H15 119.7 . . C15 C16 C17 120.1(3) . . C15 C16 H16 119.9 . . C17 C16 H16 119.9 . . O4 C17 N2 116.0(3) . . O4 C17 C16 126.8(3) . . N2 C17 C16 117.1(3) . . O2 N1 C1 116.3(2) . . O2 N1 C5 119.9(3) . . C1 N1 C5 123.7(3) . . O3 N2 C17 116.0(2) . . O3 N2 C13 120.3(2) . . C17 N2 C13 123.7(2) . . C6 N3 C7A 105.6(8) . . C6 N3 C9 123.4(3) . . C7A N3 C9 129.0(8) . . C6 N3 C7 123.3(4) . . C9 N3 C7 113.2(4) . . C12 N4 C11 121.4(3) . . C12 N4 H4A 119.3 . . C11 N4 H4A 119.3 . . C1 O1 Hf1 118.36(17) . . N1 O2 Hf1 113.81(16) . . N2 O3 Hf1 115.56(16) . . C17 O4 Hf1 118.33(18) . . H2W O7W H3W 107(6) . . H1W O8W H4W 87.9(14) . . O1 Hf1 O1 147.78(10) . 3_656 O1 Hf1 O4 78.23(11) . . O1 Hf1 O4 76.08(10) 3_656 . O1 Hf1 O4 76.08(10) . 3_656 O1 Hf1 O4 78.23(11) 3_656 3_656 O4 Hf1 O4 73.47(10) . 3_656 O1 Hf1 O3 105.22(10) . 3_656 O1 Hf1 O3 83.92(9) 3_656 3_656 O4 Hf1 O3 141.68(7) . 3_656 O4 Hf1 O3 70.60(7) 3_656 3_656 O1 Hf1 O3 83.92(9) . . O1 Hf1 O3 105.22(10) 3_656 . O4 Hf1 O3 70.60(7) . . O4 Hf1 O3 141.67(7) 3_656 . O3 Hf1 O3 147.21(11) 3_656 . O1 Hf1 O2 70.62(7) . . O1 Hf1 O2 141.37(7) 3_656 . O4 Hf1 O2 135.77(9) . . O4 Hf1 O2 125.52(9) 3_656 . O3 Hf1 O2 78.07(7) 3_656 . O3 Hf1 O2 75.50(8) . . O1 Hf1 O2 141.36(7) . 3_656 O1 Hf1 O2 70.62(7) 3_656 3_656 O4 Hf1 O2 125.52(9) . 3_656 O4 Hf1 O2 135.77(9) 3_656 3_656 O3 Hf1 O2 75.50(8) 3_656 3_656 O3 Hf1 O2 78.07(7) . 3_656 O2 Hf1 O2 71.89(11) . 3_656 C8A C8A C7A 137(3) 3_656 . C8A C8A H8A1 102.8 3_656 . C7A C8A H8A1 102.8 . . C8A C8A H8A2 102.8 3_656 . C7A C8A H8A2 102.8 . . H8A1 C8A H8A2 105.0 . . N3 C7A C8A 108.4(11) . . N3 C7A H7A1 110.0 . . C8A C7A H7A1 110.0 . . N3 C7A H7A2 110.0 . . C8A C7A H7A2 110.0 . . H7A1 C7A H7A2 108.4 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 O1 1.283(3) . C1 N1 1.360(4) . C1 C2 1.412(4) . C2 C3 1.381(5) . C2 H2 0.9500 . C3 C4 1.386(6) . C3 H3 0.9500 . C4 C5 1.369(5) . C4 H4 0.9500 . C5 N1 1.366(4) . C5 C6 1.516(5) . C6 O5 1.239(4) . C6 N3 1.322(5) . C7 N3 1.521(7) . C7 C8 1.527(10) . C7 H7A 0.9900 . C7 H7B 0.9900 . C8 C8 1.420(12) 3_656 C8 H8A 0.9900 . C8 H8B 0.9900 . C9 N3 1.472(4) . C9 C10 1.535(4) . C9 H9A 0.9900 . C9 H9B 0.9900 . C10 C11 1.525(5) . C10 H10A 0.9900 . C10 H10B 0.9900 . C11 N4 1.466(4) . C11 H11A 0.9900 . C11 H11B 0.9900 . C12 O6 1.228(4) . C12 N4 1.332(4) . C12 C13 1.499(5) . C13 C14 1.368(4) . C13 N2 1.373(4) . C14 C15 1.405(5) . C14 H14 0.9500 . C15 C16 1.369(5) . C15 H15 0.9500 . C16 C17 1.410(4) . C16 H16 0.9500 . C17 O4 1.281(3) . C17 N2 1.364(4) . N1 O2 1.355(3) . N2 O3 1.353(3) . N3 C7A 1.358(17) . N4 H4A 0.8800 . O1 Hf1 2.1665(17) . O2 Hf1 2.1993(19) . O3 Hf1 2.180(2) . O4 Hf1 2.1784(17) . O7W H2W 0.71(6) . O7W H3W 0.84(8) . O8W H1W 0.900(7) . O8W H4W 0.900(7) . Hf1 O1 2.1666(17) 3_656 Hf1 O4 2.1785(17) 3_656 Hf1 O3 2.180(2) 3_656 Hf1 O2 2.1994(19) 3_656 C8A C8A 0.688(17) 3_656 C8A C7A 1.52(2) . C8A H8A1 0.9900 . C8A H8A2 0.9900 . C7A H7A1 0.9900 . C7A H7A2 0.9900 .