#------------------------------------------------------------------------------ #$Date: 2019-10-08 03:56:03 +0300 (Tue, 08 Oct 2019) $ #$Revision: 219140 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234436.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_7234436 loop_ _publ_author_name 'Wang, Juan' 'Yang, Mingfang' 'Sun, Juan' 'Li, Hui' 'Liu, Jinjin' 'Wang, Qinglun' 'Li, Licun' 'Ma, Yue' 'Zhao, Bin' 'Cheng, Peng' _publ_section_title ; Enhancing the energy barrier of dysprosium(iii) single-molecule magnets by tuning the magnetic interactions through different N-oxide bridging ligands ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C9CE01378D _journal_year 2019 _chemical_formula_moiety 'C38 H14 F36 Ho2 N4 O14' _chemical_formula_sum 'C38 H14 F36 Ho2 N4 O14' _chemical_formula_weight 1764.39 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-03-05 deposited with the CCDC. 2019-09-30 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.98(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 20.537(4) _cell_length_b 12.827(3) _cell_length_c 21.849(4) _cell_measurement_reflns_used 10156 _cell_measurement_temperature 113 _cell_measurement_theta_max 27.9 _cell_measurement_theta_min 1.9 _cell_volume 5560(2) _computing_cell_refinement ; CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015) ; _computing_data_collection ; CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015) ; _computing_data_reduction ; CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015) ; _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 113 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Rigaku Pilatus 200K' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_unetI/netI 0.0347 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 27430 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.884 _diffrn_reflns_theta_min 1.891 _exptl_absorpt_coefficient_mu 3.010 _exptl_absorpt_correction_T_max 0.786 _exptl_absorpt_correction_T_min 0.704 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.108 _exptl_crystal_description block _exptl_crystal_F_000 3360 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _refine_diff_density_max 1.575 _refine_diff_density_min -1.209 _refine_diff_density_rms 0.100 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 424 _refine_ls_number_reflns 6617 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.065 _refine_ls_R_factor_all 0.0312 _refine_ls_R_factor_gt 0.0277 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+3.0189P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.0611 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6025 _reflns_number_total 6617 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9ce01378d2.cif _cod_data_source_block hoopz _cod_database_code 7234436 _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_res_file ; hoopz.res created by SHELXL-2014/7 TITL HoOpz in Cc New: C2/c New: C2/c CELL 0.71073 20.537 12.827 21.849 90 104.98 90 ZERR 4 0.004 0.003 0.004 0 0.03 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H F Ho N O UNIT 152 56 144 8 16 56 L.S. 5 PLAN -20 BOND $H CONF fmap 2 acta REM REM REM WGHT 0.027500 3.018900 FVAR 1.25379 HO1 4 0.308330 0.237820 0.090847 11.00000 0.01950 0.01707 = 0.02216 0.00202 0.00711 0.00175 F1 3 0.460458 0.259341 0.310036 11.00000 0.10633 0.05566 = 0.03726 -0.00937 -0.00221 -0.03427 F2 3 0.444294 0.104613 0.338887 11.00000 0.06580 0.04289 = 0.02602 0.00366 0.00533 0.01600 F3 3 0.363909 0.214647 0.321279 11.00000 0.07898 0.08571 = 0.03043 -0.00106 0.01959 0.04426 F4 3 0.463729 -0.126188 0.178642 11.00000 0.04592 0.03416 = 0.03354 0.00397 0.00146 0.02053 F5 3 0.457679 -0.064817 0.085974 11.00000 0.05396 0.04318 = 0.03808 0.00217 0.02257 0.02229 F6 3 0.370680 -0.136880 0.106037 11.00000 0.04826 0.02321 = 0.05655 -0.00621 -0.00285 0.00168 F7 3 0.216773 -0.085723 0.147802 11.00000 0.06322 0.03011 = 0.07645 0.00369 0.03659 -0.00743 F8 3 0.122000 -0.022439 0.096251 11.00000 0.04537 0.07091 = 0.07515 -0.01092 0.00971 -0.03117 F9 3 0.146641 -0.029165 0.197907 11.00000 0.09304 0.04988 = 0.08202 -0.00225 0.06500 -0.02519 F10 3 0.149973 0.332071 0.257849 11.00000 0.11371 0.05555 = 0.07434 -0.00132 0.07334 0.00793 F11 3 0.202249 0.448035 0.219367 11.00000 0.06321 0.04663 = 0.06845 -0.02028 0.03484 -0.00396 F12 3 0.107722 0.392927 0.164365 11.00000 0.04527 0.07154 = 0.08467 -0.01526 0.01457 0.02971 F13 3 0.422210 0.533298 0.209442 11.00000 0.13611 0.09877 = 0.06323 -0.05029 0.06225 -0.07713 F14 3 0.489946 0.577953 0.156962 11.00000 0.05905 0.05767 = 0.06436 -0.02178 0.02072 -0.03466 F15 3 0.387554 0.619529 0.125013 11.00000 0.09867 0.03781 = 0.15363 -0.04330 -0.04476 0.02027 F16 3 0.530937 0.361357 -0.003995 11.00000 0.07530 0.09871 = 0.11224 -0.04663 0.07029 -0.05097 F17 3 0.451701 0.272840 -0.060167 11.00000 0.04655 0.13343 = 0.03914 -0.02186 0.01864 -0.00434 F18 3 0.516616 0.205135 0.019455 11.00000 0.10546 0.11097 = 0.09820 0.05046 0.07337 0.07878 O1 6 0.362446 0.223463 0.196001 11.00000 0.03367 0.02447 = 0.02491 0.00048 0.00545 0.00572 O2 6 0.370387 0.084375 0.101474 11.00000 0.02560 0.02112 = 0.02240 0.00206 0.00352 0.00674 O3 6 0.238723 0.106480 0.111018 11.00000 0.02900 0.02441 = 0.03489 0.00078 0.01586 -0.00298 O4 6 0.232043 0.313116 0.138762 11.00000 0.02839 0.02730 = 0.03112 0.00398 0.01376 0.00753 O5 6 0.357370 0.400367 0.118392 11.00000 0.02735 0.02062 = 0.03030 -0.00142 0.00812 -0.00120 O6 6 0.389507 0.261247 0.034809 11.00000 0.02359 0.02477 = 0.03369 -0.00022 0.01422 -0.00145 O7 6 0.239449 0.343792 0.009132 11.00000 0.02478 0.01310 = 0.02708 -0.00006 0.00429 0.00402 N1 5 0.227681 0.445003 0.018998 11.00000 0.02926 0.01602 = 0.02515 0.00065 0.00195 0.00621 N2 5 0.204357 0.650394 0.039269 11.00000 0.06639 0.02524 = 0.04187 -0.00388 -0.00055 0.01419 C1 1 0.415922 0.182927 0.300973 11.00000 0.04633 0.03225 = 0.02534 0.00159 0.00682 0.00774 C2 1 0.394237 0.152154 0.230773 11.00000 0.02508 0.02724 = 0.02495 0.00050 0.00860 -0.00218 C3 1 0.412757 0.055660 0.212195 11.00000 0.02769 0.02316 = 0.02327 0.00546 0.00631 0.00271 AFIX 43 H3 2 0.434093 0.007589 0.242677 11.00000 -1.20000 AFIX 0 C4 1 0.399623 0.030165 0.148131 11.00000 0.01842 0.02022 = 0.02933 0.00087 0.00868 -0.00041 C5 1 0.423485 -0.075814 0.130602 11.00000 0.03233 0.02577 = 0.02850 -0.00046 0.00439 0.00611 C6 1 0.172230 -0.011333 0.149693 11.00000 0.04105 0.04080 = 0.05057 -0.00207 0.02562 -0.01371 C7 1 0.202687 0.097555 0.149661 11.00000 0.02491 0.03235 = 0.03087 0.00458 0.00697 -0.00424 C8 1 0.185050 0.174875 0.185851 11.00000 0.03309 0.03771 = 0.03315 0.00320 0.01662 -0.00079 AFIX 43 H8 2 0.164046 0.157844 0.217464 11.00000 -1.20000 AFIX 0 C9 1 0.198585 0.278556 0.175235 11.00000 0.02332 0.03806 = 0.02915 -0.00112 0.00822 0.00614 C10 1 0.165071 0.363159 0.205446 11.00000 0.04122 0.04073 = 0.04875 -0.00412 0.02373 0.00125 C11 1 0.428122 0.544568 0.152386 11.00000 0.04304 0.03879 = 0.04459 -0.01280 0.00895 -0.01217 C12 1 0.411036 0.443015 0.113919 11.00000 0.02993 0.02362 = 0.02742 0.00194 0.00212 -0.00212 C13 1 0.452634 0.411369 0.076756 11.00000 0.02501 0.03219 = 0.03414 -0.00021 0.00907 -0.00781 AFIX 43 H13 2 0.490886 0.450163 0.076737 11.00000 -1.20000 AFIX 0 C14 1 0.438114 0.322801 0.039615 11.00000 0.01987 0.02793 = 0.02980 0.00746 0.00721 0.00396 C15 1 0.485152 0.290817 -0.001343 11.00000 0.02486 0.04473 = 0.03801 -0.00209 0.01374 -0.00402 C16 1 0.271015 0.517040 0.008703 11.00000 0.03844 0.01867 = 0.03390 0.00596 0.00321 -0.00035 AFIX 43 H16 2 0.308695 0.498561 -0.005021 11.00000 -1.20000 AFIX 0 C17 1 0.257190 0.620093 0.019404 11.00000 0.06098 0.01823 = 0.04384 0.00277 -0.00493 -0.00058 AFIX 43 H17 2 0.286626 0.670992 0.012258 11.00000 -1.20000 AFIX 0 C18 1 0.162673 0.575049 0.048069 11.00000 0.05433 0.03518 = 0.03267 -0.00299 0.00478 0.02382 AFIX 43 H18 2 0.125024 0.594052 0.061695 11.00000 -1.20000 AFIX 0 C19 1 0.172482 0.470556 0.038027 11.00000 0.03377 0.03199 = 0.02656 -0.00044 0.00587 0.01196 AFIX 43 H19 2 0.142258 0.420107 0.044153 11.00000 -1.20000 AFIX 0 HKLF 4 1 -1 0 0 0 1 0 0 0 -1 REM HoOpz in Cc New: C2/c New: C2/c REM R1 = 0.0277 for 6025 Fo > 4sig(Fo) and 0.0312 for all 6594 data REM 424 parameters refined using 0 restraints END WGHT 0.0280 2.8067 REM Highest difference peak 1.575, deepest hole -1.209, 1-sigma level 0.100 Q1 1 0.4257 0.2623 0.2721 11.00000 0.05 1.58 Q2 1 0.3076 0.2812 0.0903 11.00000 0.05 0.97 Q3 1 0.3770 0.5725 0.1663 11.00000 0.05 0.67 Q4 1 0.5512 0.2993 0.0312 11.00000 0.05 0.66 Q5 1 0.3897 0.6240 0.1069 11.00000 0.05 0.57 Q6 1 0.4718 0.3377 -0.0441 11.00000 0.05 0.48 Q7 1 0.4789 0.1980 -0.0197 11.00000 0.05 0.47 Q8 1 0.4266 0.5562 0.2199 11.00000 0.05 0.44 Q9 1 0.5226 0.1842 0.0293 11.00000 0.05 0.39 Q10 1 0.4491 0.6106 0.1290 11.00000 0.05 0.39 Q11 1 0.3221 0.1395 0.0888 11.00000 0.05 0.38 Q12 1 0.1861 0.3178 0.1890 11.00000 0.05 0.37 Q13 1 0.3501 0.3121 0.1155 11.00000 0.05 0.37 Q14 1 0.3784 0.3653 0.1325 11.00000 0.05 0.36 Q15 1 0.2965 0.2217 0.0806 11.00000 0.05 0.36 Q16 1 0.2687 0.3209 0.0564 11.00000 0.05 0.36 Q17 1 0.2933 0.1389 0.0926 11.00000 0.05 0.35 Q18 1 0.5000 0.1853 0.2500 10.50000 0.05 0.35 Q19 1 0.4147 -0.0156 0.1413 11.00000 0.05 0.33 Q20 1 0.4158 0.0772 0.1162 11.00000 0.05 0.32 ; _shelx_res_checksum 78674 loop_ _space_group_symop_operation_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' 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 Ho1 Ho 0.30833(2) 0.23782(2) 0.09085(2) 0.01926(5) Uani 1 1 d . . F1 F 0.46046(15) 0.25934(17) 0.31004(11) 0.0703(8) Uani 1 1 d . . F2 F 0.44429(10) 0.10461(15) 0.33889(8) 0.0461(5) Uani 1 1 d . . F3 F 0.36391(12) 0.2146(2) 0.32128(10) 0.0640(7) Uani 1 1 d . . F4 F 0.46373(9) -0.12619(13) 0.17864(8) 0.0395(4) Uani 1 1 d . . F5 F 0.45768(9) -0.06482(14) 0.08597(8) 0.0431(5) Uani 1 1 d . . F6 F 0.37068(9) -0.13688(13) 0.10604(9) 0.0457(5) Uani 1 1 d . . F7 F 0.21677(10) -0.08572(14) 0.14780(10) 0.0532(5) Uani 1 1 d . . F8 F 0.12200(10) -0.02244(18) 0.09625(11) 0.0649(6) Uani 1 1 d . . F9 F 0.14664(12) -0.02917(16) 0.19791(11) 0.0672(7) Uani 1 1 d . . F10 F 0.14997(13) 0.33207(17) 0.25785(11) 0.0721(7) Uani 1 1 d . . F11 F 0.20225(10) 0.44803(15) 0.21937(10) 0.0561(6) Uani 1 1 d . . F12 F 0.10772(10) 0.39293(18) 0.16436(11) 0.0676(7) Uani 1 1 d . . F13 F 0.42221(14) 0.5333(2) 0.20944(12) 0.0926(10) Uani 1 1 d . . F14 F 0.48995(10) 0.57795(17) 0.15696(10) 0.0595(6) Uani 1 1 d . . F15 F 0.38755(14) 0.61953(19) 0.12501(16) 0.1110(12) Uani 1 1 d . . F16 F 0.53094(12) 0.3614(2) -0.00400(13) 0.0869(9) Uani 1 1 d . . F17 F 0.45170(12) 0.2728(2) -0.06017(11) 0.0716(8) Uani 1 1 d . . F18 F 0.51662(15) 0.2051(2) 0.01946(13) 0.0962(11) Uani 1 1 d . . O1 O 0.36245(10) 0.22346(15) 0.19600(9) 0.0281(4) Uani 1 1 d . . O2 O 0.37039(9) 0.08438(14) 0.10147(8) 0.0235(4) Uani 1 1 d . . O3 O 0.23872(9) 0.10648(14) 0.11102(9) 0.0280(4) Uani 1 1 d . . O4 O 0.23204(9) 0.31312(15) 0.13876(9) 0.0278(4) Uani 1 1 d . . O5 O 0.35737(9) 0.40037(14) 0.11839(9) 0.0260(4) Uani 1 1 d . . O6 O 0.38951(10) 0.26125(14) 0.03481(10) 0.0261(4) Uani 1 1 d . . O7 O 0.23945(8) 0.34379(13) 0.00913(8) 0.0221(4) Uani 1 1 d . . N1 N 0.22768(11) 0.44500(16) 0.01900(11) 0.0244(5) Uani 1 1 d . . N2 N 0.20436(16) 0.6504(2) 0.03927(13) 0.0472(8) Uani 1 1 d . . C1 C 0.41592(16) 0.1829(2) 0.30097(14) 0.0351(7) Uani 1 1 d . . C2 C 0.39424(13) 0.1522(2) 0.23077(13) 0.0254(6) Uani 1 1 d . . C3 C 0.41276(13) 0.0557(2) 0.21220(13) 0.0248(6) Uani 1 1 d . . H3 H 0.4341 0.0076 0.2427 0.030 Uiso 1 1 calc R U C4 C 0.39962(13) 0.0302(2) 0.14813(13) 0.0222(6) Uani 1 1 d . . C5 C 0.42348(15) -0.0758(2) 0.13060(14) 0.0295(6) Uani 1 1 d . . C6 C 0.17223(17) -0.0113(3) 0.14969(17) 0.0416(8) Uani 1 1 d . . C7 C 0.20269(14) 0.0976(2) 0.14966(14) 0.0294(6) Uani 1 1 d . . C8 C 0.18505(15) 0.1749(2) 0.18585(15) 0.0332(7) Uani 1 1 d . . H8 H 0.1640 0.1578 0.2175 0.040 Uiso 1 1 calc R U C9 C 0.19858(14) 0.2786(2) 0.17523(15) 0.0299(6) Uani 1 1 d . . C10 C 0.16507(17) 0.3632(3) 0.20545(17) 0.0413(8) Uani 1 1 d . . C11 C 0.42812(18) 0.5446(3) 0.15239(17) 0.0426(8) Uani 1 1 d . . C12 C 0.41104(14) 0.4430(2) 0.11392(13) 0.0280(6) Uani 1 1 d . . C13 C 0.45263(14) 0.4114(2) 0.07676(14) 0.0302(6) Uani 1 1 d . . H13 H 0.4909 0.4502 0.0767 0.036 Uiso 1 1 calc R U C14 C 0.43811(13) 0.3228(2) 0.03962(13) 0.0257(6) Uani 1 1 d . . C15 C 0.48515(15) 0.2908(3) -0.00134(16) 0.0348(7) Uani 1 1 d . . C16 C 0.27102(16) 0.5170(2) 0.00870(14) 0.0315(7) Uani 1 1 d . . H16 H 0.3087 0.4986 -0.0050 0.038 Uiso 1 1 calc R U C17 C 0.25719(18) 0.6201(2) 0.01940(17) 0.0444(9) Uani 1 1 d . . H17 H 0.2866 0.6710 0.0123 0.053 Uiso 1 1 calc R U C18 C 0.16267(18) 0.5750(3) 0.04807(15) 0.0419(8) Uani 1 1 d . . H18 H 0.1250 0.5941 0.0617 0.050 Uiso 1 1 calc R U C19 C 0.17248(15) 0.4706(2) 0.03803(13) 0.0311(7) Uani 1 1 d . . H19 H 0.1423 0.4201 0.0442 0.037 Uiso 1 1 calc R U 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 Ho1 0.01950(7) 0.01707(7) 0.02216(8) 0.00202(5) 0.00711(5) 0.00175(4) F1 0.106(2) 0.0557(14) 0.0373(13) -0.0094(10) -0.0022(13) -0.0343(13) F2 0.0658(13) 0.0429(11) 0.0260(10) 0.0037(8) 0.0053(9) 0.0160(9) F3 0.0790(17) 0.0857(17) 0.0304(11) -0.0011(11) 0.0196(11) 0.0443(14) F4 0.0459(11) 0.0342(10) 0.0335(10) 0.0040(8) 0.0015(8) 0.0205(8) F5 0.0540(12) 0.0432(11) 0.0381(11) 0.0022(9) 0.0226(9) 0.0223(9) F6 0.0483(11) 0.0232(9) 0.0565(13) -0.0062(8) -0.0029(9) 0.0017(8) F7 0.0632(13) 0.0301(10) 0.0765(15) 0.0037(10) 0.0366(12) -0.0074(9) F8 0.0454(12) 0.0709(15) 0.0751(16) -0.0109(13) 0.0097(11) -0.0312(11) F9 0.0930(17) 0.0499(13) 0.0820(17) -0.0022(12) 0.0650(15) -0.0252(12) F10 0.114(2) 0.0555(14) 0.0743(16) -0.0013(12) 0.0733(16) 0.0079(14) F11 0.0632(14) 0.0466(12) 0.0684(15) -0.0203(11) 0.0348(12) -0.0040(10) F12 0.0453(12) 0.0715(16) 0.0847(17) -0.0153(13) 0.0146(12) 0.0297(11) F13 0.136(2) 0.099(2) 0.0632(16) -0.0503(15) 0.0623(17) -0.0771(19) F14 0.0591(14) 0.0577(13) 0.0644(15) -0.0218(11) 0.0207(11) -0.0347(11) F15 0.099(2) 0.0378(13) 0.154(3) -0.0433(16) -0.0448(19) 0.0203(14) F16 0.0753(17) 0.099(2) 0.112(2) -0.0466(17) 0.0703(16) -0.0510(15) F17 0.0466(14) 0.133(2) 0.0391(13) -0.0219(13) 0.0186(11) -0.0043(13) F18 0.105(2) 0.111(2) 0.098(2) 0.0505(19) 0.0734(19) 0.0788(19) O1 0.0337(11) 0.0245(10) 0.0249(11) 0.0005(8) 0.0055(9) 0.0057(8) O2 0.0256(10) 0.0211(9) 0.0224(10) 0.0021(8) 0.0035(8) 0.0067(8) O3 0.0290(10) 0.0244(10) 0.0349(11) 0.0008(8) 0.0159(9) -0.0030(8) O4 0.0284(11) 0.0273(10) 0.0311(11) 0.0040(9) 0.0138(9) 0.0075(8) O5 0.0274(10) 0.0206(9) 0.0303(11) -0.0014(8) 0.0081(8) -0.0012(8) O6 0.0236(10) 0.0248(10) 0.0337(12) -0.0002(8) 0.0142(9) -0.0014(8) O7 0.0248(10) 0.0131(8) 0.0271(10) -0.0001(7) 0.0043(8) 0.0040(7) N1 0.0293(12) 0.0160(11) 0.0252(12) 0.0007(9) 0.0020(10) 0.0062(9) N2 0.066(2) 0.0252(14) 0.0419(17) -0.0039(12) -0.0005(15) 0.0142(14) C1 0.0463(19) 0.0323(16) 0.0253(16) 0.0016(13) 0.0068(14) 0.0077(14) C2 0.0251(14) 0.0272(14) 0.0249(15) 0.0005(12) 0.0086(11) -0.0022(11) C3 0.0277(14) 0.0232(13) 0.0233(14) 0.0055(11) 0.0063(11) 0.0027(11) C4 0.0184(13) 0.0202(13) 0.0293(15) 0.0009(11) 0.0087(11) -0.0004(10) C5 0.0323(16) 0.0258(14) 0.0285(16) -0.0005(12) 0.0044(13) 0.0061(12) C6 0.0411(19) 0.0408(19) 0.051(2) -0.0021(16) 0.0256(17) -0.0137(15) C7 0.0249(14) 0.0324(15) 0.0309(16) 0.0046(13) 0.0070(12) -0.0042(12) C8 0.0331(16) 0.0377(17) 0.0331(17) 0.0032(14) 0.0166(14) -0.0008(13) C9 0.0233(15) 0.0381(16) 0.0291(16) -0.0011(13) 0.0082(12) 0.0061(12) C10 0.0412(19) 0.0407(19) 0.049(2) -0.0041(16) 0.0237(17) 0.0013(15) C11 0.0430(19) 0.0388(19) 0.045(2) -0.0128(16) 0.0089(16) -0.0122(16) C12 0.0299(15) 0.0236(14) 0.0274(16) 0.0019(12) 0.0021(12) -0.0021(11) C13 0.0250(14) 0.0322(15) 0.0341(17) -0.0002(13) 0.0091(12) -0.0078(12) C14 0.0199(13) 0.0279(14) 0.0298(15) 0.0075(12) 0.0072(11) 0.0040(11) C15 0.0249(15) 0.0447(18) 0.0380(19) -0.0021(15) 0.0137(14) -0.0040(13) C16 0.0384(16) 0.0187(13) 0.0339(17) 0.0060(12) 0.0032(13) -0.0004(12) C17 0.061(2) 0.0182(14) 0.0438(19) 0.0028(14) -0.0049(17) -0.0006(14) C18 0.054(2) 0.0352(18) 0.0327(18) -0.0030(14) 0.0048(15) 0.0238(16) C19 0.0338(16) 0.0320(16) 0.0266(16) -0.0004(12) 0.0059(12) 0.0120(13) 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' Ho Ho -0.2175 4.6783 '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' 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 Ho1 O4 77.80(7) . . O1 Ho1 O2 73.73(7) . . O4 Ho1 O2 136.71(7) . . O1 Ho1 O3 85.07(7) . . O4 Ho1 O3 72.21(7) . . O2 Ho1 O3 73.46(7) . . O1 Ho1 O5 75.33(7) . . O4 Ho1 O5 78.87(7) . . O2 Ho1 O5 122.94(7) . . O3 Ho1 O5 147.90(7) . . O1 Ho1 O6 108.09(8) . . O4 Ho1 O6 147.80(7) . . O2 Ho1 O6 73.33(6) . . O3 Ho1 O6 138.78(6) . . O5 Ho1 O6 72.51(6) . . O1 Ho1 O7 149.37(6) . 7 O4 Ho1 O7 115.52(7) . 7 O2 Ho1 O7 78.78(6) . 7 O3 Ho1 O7 74.26(7) . 7 O5 Ho1 O7 132.57(6) . 7 O6 Ho1 O7 75.92(7) . 7 O1 Ho1 O7 146.64(7) . . O4 Ho1 O7 76.19(6) . . O2 Ho1 O7 139.34(6) . . O3 Ho1 O7 106.21(7) . . O5 Ho1 O7 79.45(6) . . O6 Ho1 O7 84.26(7) . . O7 Ho1 O7 62.85(7) 7 . C2 O1 Ho1 134.97(18) . . C4 O2 Ho1 133.41(17) . . C7 O3 Ho1 133.44(18) . . C9 O4 Ho1 133.21(19) . . C12 O5 Ho1 134.42(18) . . C14 O6 Ho1 134.33(19) . . N1 O7 Ho1 121.29(14) . 7 N1 O7 Ho1 121.56(14) . . Ho1 O7 Ho1 117.15(7) 7 . C16 N1 C19 122.2(2) . . C16 N1 O7 118.8(2) . . C19 N1 O7 119.0(2) . . C17 N2 C18 116.3(3) . . F1 C1 F3 108.0(3) . . F1 C1 F2 106.9(3) . . F3 C1 F2 106.5(3) . . F1 C1 C2 110.6(3) . . F3 C1 C2 111.3(3) . . F2 C1 C2 113.2(2) . . O1 C2 C3 127.7(3) . . O1 C2 C1 112.8(2) . . C3 C2 C1 119.5(2) . . C2 C3 C4 120.5(2) . . C2 C3 H3 119.8 . . C4 C3 H3 119.8 . . O2 C4 C3 127.9(2) . . O2 C4 C5 114.1(2) . . C3 C4 C5 118.0(2) . . F4 C5 F6 108.0(2) . . F4 C5 F5 106.8(2) . . F6 C5 F5 107.0(2) . . F4 C5 C4 114.2(2) . . F6 C5 C4 110.1(2) . . F5 C5 C4 110.4(2) . . F9 C6 F7 108.7(3) . . F9 C6 F8 107.5(3) . . F7 C6 F8 106.0(3) . . F9 C6 C7 114.1(3) . . F7 C6 C7 111.7(3) . . F8 C6 C7 108.5(3) . . O3 C7 C8 127.3(3) . . O3 C7 C6 113.1(3) . . C8 C7 C6 119.3(3) . . C7 C8 C9 120.0(3) . . C7 C8 H8 120.0 . . C9 C8 H8 120.0 . . O4 C9 C8 127.4(3) . . O4 C9 C10 113.9(3) . . C8 C9 C10 118.5(3) . . F11 C10 F10 107.5(3) . . F11 C10 F12 106.0(3) . . F10 C10 F12 107.7(3) . . F11 C10 C9 112.8(3) . . F10 C10 C9 113.2(3) . . F12 C10 C9 109.3(3) . . F13 C11 F15 108.4(3) . . F13 C11 F14 107.0(3) . . F15 C11 F14 106.4(3) . . F13 C11 C12 111.5(3) . . F15 C11 C12 110.1(3) . . F14 C11 C12 113.3(3) . . O5 C12 C13 127.2(3) . . O5 C12 C11 114.0(3) . . C13 C12 C11 118.7(3) . . C12 C13 C14 120.9(3) . . C12 C13 H13 119.6 . . C14 C13 H13 119.6 . . O6 C14 C13 127.7(3) . . O6 C14 C15 113.0(3) . . C13 C14 C15 119.3(3) . . F18 C15 F17 106.4(3) . . F18 C15 F16 107.5(3) . . F17 C15 F16 106.1(3) . . F18 C15 C14 110.8(3) . . F17 C15 C14 111.7(3) . . F16 C15 C14 114.0(3) . . N1 C16 C17 117.1(3) . . N1 C16 H16 121.5 . . C17 C16 H16 121.5 . . N2 C17 C16 123.8(3) . . N2 C17 H17 118.1 . . C16 C17 H17 118.1 . . N2 C18 C19 123.6(3) . . N2 C18 H18 118.2 . . C19 C18 H18 118.2 . . N1 C19 C18 117.0(3) . . N1 C19 H19 121.5 . . C18 C19 H19 121.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Ho1 O1 2.286(2) . Ho1 O4 2.3090(19) . Ho1 O2 2.3236(18) . Ho1 O3 2.3241(18) . Ho1 O5 2.3260(19) . Ho1 O6 2.329(2) . Ho1 O7 2.3921(18) 7 Ho1 O7 2.3939(18) . F1 C1 1.320(4) . F2 C1 1.336(3) . F3 C1 1.322(4) . F4 C5 1.324(3) . F5 C5 1.348(3) . F6 C5 1.333(3) . F7 C6 1.330(4) . F8 C6 1.351(4) . F9 C6 1.313(3) . F10 C10 1.323(4) . F11 C10 1.319(4) . F12 C10 1.339(4) . F13 C11 1.291(4) . F14 C11 1.319(4) . F15 C11 1.311(4) . F16 C15 1.317(4) . F17 C15 1.312(4) . F18 C15 1.296(4) . O1 C2 1.258(3) . O2 C4 1.252(3) . O3 C7 1.264(3) . O4 C9 1.260(3) . O5 C12 1.257(3) . O6 C14 1.256(3) . O7 N1 1.348(3) . O7 Ho1 2.3922(18) 7 N1 C16 1.342(4) . N1 C19 1.345(3) . N2 C17 1.327(4) . N2 C18 1.338(4) . C1 C2 1.534(4) . C2 C3 1.386(4) . C3 C4 1.394(4) . C3 H3 0.9300 . C4 C5 1.527(4) . C6 C7 1.530(4) . C7 C8 1.374(4) . C8 C9 1.390(4) . C8 H8 0.9300 . C9 C10 1.524(4) . C11 C12 1.541(4) . C12 C13 1.383(4) . C13 C14 1.383(4) . C13 H13 0.9300 . C14 C15 1.533(4) . C16 C17 1.385(4) . C16 H16 0.9300 . C17 H17 0.9300 . C18 C19 1.381(4) . C18 H18 0.9300 . C19 H19 0.9300 . 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 Ho1 O7 N1 C16 -92.4(2) 7 Ho1 O7 N1 C16 88.0(3) . Ho1 O7 N1 C19 86.8(3) 7 Ho1 O7 N1 C19 -92.9(2) . Ho1 O1 C2 C3 7.4(5) . Ho1 O1 C2 C1 -175.33(19) . F1 C1 C2 O1 -65.8(3) . F3 C1 C2 O1 54.4(3) . F2 C1 C2 O1 174.3(2) . F1 C1 C2 C3 111.7(3) . F3 C1 C2 C3 -128.1(3) . F2 C1 C2 C3 -8.2(4) . O1 C2 C3 C4 3.6(4) . C1 C2 C3 C4 -173.4(3) . Ho1 O2 C4 C3 -11.1(4) . Ho1 O2 C4 C5 169.43(17) . C2 C3 C4 O2 -1.6(4) . C2 C3 C4 C5 177.9(2) . O2 C4 C5 F4 169.6(2) . C3 C4 C5 F4 -10.0(4) . O2 C4 C5 F6 -68.8(3) . C3 C4 C5 F6 111.7(3) . O2 C4 C5 F5 49.2(3) . C3 C4 C5 F5 -130.4(3) . Ho1 O3 C7 C8 12.3(5) . Ho1 O3 C7 C6 -173.11(19) . F9 C6 C7 O3 166.5(3) . F7 C6 C7 O3 42.7(4) . F8 C6 C7 O3 -73.7(3) . F9 C6 C7 C8 -18.4(4) . F7 C6 C7 C8 -142.2(3) . F8 C6 C7 C8 101.3(3) . O3 C7 C8 C9 9.8(5) . C6 C7 C8 C9 -164.5(3) . Ho1 O4 C9 C8 -17.6(5) . Ho1 O4 C9 C10 168.3(2) . C7 C8 C9 O4 -7.3(5) . C7 C8 C9 C10 166.7(3) . O4 C9 C10 F11 -36.3(4) . C8 C9 C10 F11 149.0(3) . O4 C9 C10 F10 -158.6(3) . C8 C9 C10 F10 26.7(4) . O4 C9 C10 F12 81.4(3) . C8 C9 C10 F12 -93.3(3) . Ho1 O5 C12 C13 16.0(4) . Ho1 O5 C12 C11 -167.4(2) . F13 C11 C12 O5 47.3(4) . F15 C11 C12 O5 -73.0(4) . F14 C11 C12 O5 168.1(3) . F13 C11 C12 C13 -135.7(3) . F15 C11 C12 C13 104.0(4) . F14 C11 C12 C13 -15.0(4) . O5 C12 C13 C14 -1.2(5) . C11 C12 C13 C14 -177.7(3) . Ho1 O6 C14 C13 -11.3(5) . Ho1 O6 C14 C15 168.14(19) . C12 C13 C14 O6 -1.1(5) . C12 C13 C14 C15 179.5(3) . O6 C14 C15 F18 -67.6(4) . C13 C14 C15 F18 112.0(3) . O6 C14 C15 F17 50.8(4) . C13 C14 C15 F17 -129.7(3) . O6 C14 C15 F16 171.0(3) . C13 C14 C15 F16 -9.5(4) . C19 N1 C16 C17 0.9(4) . O7 N1 C16 C17 -180.0(2) . C18 N2 C17 C16 -1.0(5) . N1 C16 C17 N2 0.3(5) . C17 N2 C18 C19 0.4(5) . C16 N1 C19 C18 -1.4(4) . O7 N1 C19 C18 179.5(2) . N2 C18 C19 N1 0.7(5) .