#------------------------------------------------------------------------------ #$Date: 2026-05-22 23:10:54 +0100 (Fri, 22 May 2026) $ #$Revision: 306070 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/72/1577292.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_1577292 loop_ _publ_author_name 'Gerstner, Alexander' 'Arrowsmith, Merle' 'Dietz, Maximilian' 'Mihm, Cornelius' 'Braunschweig, Holger' _publ_section_title ; Zerovalent transition-metal inverse-sandwich complexes of a diborataanthracene dianion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC02501C _journal_year 2026 _chemical_formula_moiety 'C34 H54 B2 Li2 O4' _chemical_formula_sum 'C34 H54 B2 Li2 O4' _chemical_formula_weight 562.27 _chemical_name_common {mu-eta6,eta6-[2,3,6,7,9,10-Me6-9,10-DBA]}{Li(thf)2}2 _chemical_name_systematic 3 _chemical_properties_physical Air-sensitive,Moisture-sensitive _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2026-01-15 _audit_creation_method 'CIF-fill 1.6l (K.Radacki, 2005-26)' _audit_update_record ; 2026-03-18 deposited with the CCDC. 2026-05-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 96.948(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 8.7241(2) _cell_length_b 9.44190(10) _cell_length_c 19.9924(4) _cell_measurement_reflns_used 13549 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 74.3470 _cell_measurement_theta_min 4.4450 _cell_volume 1634.72(5) _computing_cell_refinement 'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)' _computing_data_collection ; CrysAlisPro system (CCD 44.111a 64-bit (release 13-05-2025)) ; _computing_data_reduction 'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)' _computing_molecular_graphics 'ShelXLe (Huebschle et all, 2011)' _computing_publication_material 'SHELXL-2019/2 (Sheldrick, 2019)' _computing_structure_refinement 'SHELXL-2019/2 (Sheldrick, 2019)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)'' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100(2) _diffrn_detector HPA _diffrn_detector_area_resol_mean 10.0 _diffrn_detector_type 'HyPix Arc150' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): -------------------------------------------------------------------------- 1 \w 15.00 79.00 0.50 4.00 -- 61.10-112.00 85.00 128 2 \w -81.00 -16.00 0.50 4.00 -- -62.54 112.00 178.00 130 3 \w -91.00 -27.00 0.50 4.00 -- -72.80 112.00 178.00 128 4 \w 28.00 93.00 0.50 4.00 -- 74.25-112.00 85.00 130 5 \w -93.00 -29.00 0.50 4.00 -- -75.50 112.00 178.00 128 6 \w 37.00 92.00 0.50 4.00 -- 82.97-112.00 85.00 110 7 \w 46.00 77.00 0.50 4.00 -- 30.00 51.00 -49.03 62 8 \w -84.00 -53.00 0.50 4.00 -- -38.00 -52.00 111.20 62 9 \w -94.00 -62.00 0.50 4.00 -- -46.00 -47.00 142.06 64 10 \w -92.00 -61.00 0.50 4.00 -- -46.00 -52.00 -17.51 62 11 \w -105.00 -73.00 0.50 4.00 -- -58.00 -51.00 96.36 64 12 \w 19.00 87.00 0.50 4.00 -- 61.10-125.00 -90.00 136 13 \w -113.00 -82.00 0.50 4.00 -- -66.00 -48.00 132.57 62 14 \w -114.00 -82.00 0.50 4.00 -- -66.00 -46.00 -73.14 64 15 \w -115.00 -85.00 0.50 4.00 -- -70.00 -58.00 14.38 60 16 \w -118.00 -86.00 0.50 4.00 -- -70.00 -46.00 -28.73 64 17 \w -119.00 -84.00 0.50 4.00 -- -70.00 -40.00-107.46 70 18 \w -114.00 -86.00 0.50 4.00 -- -70.00 -60.00 91.85 56 19 \w -121.00 -52.00 0.50 4.00 -- -72.80 -15.00 30.00 138 20 \w -121.00 -52.00 0.50 4.00 -- -72.80 -15.00 30.00 138 21 \w -123.00 -88.00 0.50 4.00 -- -74.00 -41.00 -91.28 70 22 \w -122.00 -89.00 0.50 4.00 -- -74.00 -45.00-128.17 66 23 \w -123.00 -88.00 0.50 4.00 -- -74.00 -40.00-159.05 70 24 \w 28.00 100.00 0.50 4.00 -- 74.55-125.00 60.00 144 25 \w 34.00 80.00 0.50 4.00 -- 74.55 -95.00 0.00 92 26 \w 34.00 80.00 0.50 4.00 -- 74.55 -95.00 -60.00 92 27 \w -100.00 -29.00 0.50 4.00 -- -75.50 125.00 -30.00 142 28 \w -124.00 -55.00 0.50 4.00 -- -75.50 -15.00 -60.00 138 29 \w -100.00 -29.00 0.50 4.00 -- -75.50 125.00-180.00 142 30 \w -128.00 -91.00 0.50 4.00 -- -78.00 -35.00-141.86 74 31 \w -126.00 -95.00 0.50 4.00 -- -78.76 -49.00 177.72 62 32 \w -127.00 -93.00 0.50 4.00 -- -78.76 -43.00-112.24 68 33 \w -125.00 -94.00 0.50 4.00 -- -78.76 -52.00 -45.98 62 34 \w -128.00 -93.00 0.50 4.00 -- -78.76 -41.00 38.67 70 35 \w -97.00 -32.00 0.50 4.00 -- -78.76 114.00 -94.58 130 36 \w -127.00 -93.00 0.50 4.00 -- -78.76 -43.00 -48.75 68 37 \w -98.00 -32.00 0.50 4.00 -- -78.76 118.00 118.89 132 38 \w -125.00 -93.00 0.50 4.00 -- -78.76 -53.00-165.46 64 39 \w -128.00 -93.00 0.50 4.00 -- -78.76 -41.00 114.63 70 40 \w -125.00 -94.00 0.50 4.00 -- -78.76 -52.00 -58.03 62 41 \w -128.00 -93.00 0.50 4.00 -- -78.76 -41.00 76.09 70 42 \w 42.00 89.00 0.50 4.00 -- 82.97 -95.00-120.00 94 43 \w 42.00 89.00 0.50 4.00 -- 82.97 -95.00 120.00 94 44 \w 42.00 89.00 0.50 4.00 -- 82.97 -95.00 -30.00 94 45 \w 36.00 101.00 0.50 4.00 -- 82.97-125.00 90.00 130 46 \w 36.00 101.00 0.50 4.00 -- 82.97-125.00-120.00 130 47 \w 60.00 101.00 0.50 4.00 -- 82.97-125.00-150.00 82 48 \w 75.00 101.00 0.50 4.00 -- 82.97-125.00-180.00 52 49 \w 36.00 63.00 0.50 4.00 -- 82.97-125.00-180.00 54 50 \w 62.00 89.00 0.50 4.00 -- 82.97 -95.00 -90.00 54 51 \w 73.00 101.00 0.50 4.00 -- 82.97-125.00 120.00 56 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Rigaku XtaLAB Synergy-R' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type ; CrysAlisPro convention (1999,Acta A55,543-557) ; _diffrn_orient_matrix_UB_11 -0.0776960000 _diffrn_orient_matrix_UB_12 0.0890191000 _diffrn_orient_matrix_UB_13 0.0510631000 _diffrn_orient_matrix_UB_21 -0.1260701000 _diffrn_orient_matrix_UB_22 0.0457882000 _diffrn_orient_matrix_UB_23 -0.0565096000 _diffrn_orient_matrix_UB_31 -0.0983446000 _diffrn_orient_matrix_UB_32 -0.1288877000 _diffrn_orient_matrix_UB_33 0.0151817000 _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_xray_symbol K-L~2,3~ _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_unetI/netI 0.0195 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 28754 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 70.060 _diffrn_reflns_theta_min 4.456 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'PhotonJet-R X-ray Source' _exptl_absorpt_coefficient_mu 0.539 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.44.108a (Rigaku Oxford Diffraction, 2025) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.142 _exptl_crystal_description block _exptl_crystal_F_000 612 _exptl_crystal_preparation ; For data collection the crystal was immersed in a film of perfluoropolyether oil, mounted on a polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 800). ; _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: thf' _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.120 _refine_diff_density_max 0.475 _refine_diff_density_min -0.354 _refine_diff_density_rms 0.070 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 284 _refine_ls_number_reflns 3100 _refine_ls_number_restraints 318 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all 0.0803 _refine_ls_R_factor_gt 0.0736 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.1307P)^2^+1.1970P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2083 _refine_ls_wR_factor_ref 0.2148 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2671 _reflns_number_total 3100 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc02501c2.cif _cod_data_source_block AlGe063_AlGe_a _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 1577292 _shelx_shelxl_version_number 2019/2 _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 0.909 _shelx_estimated_absorpt_t_max 0.938 _shelx_res_file ; TITL AlGe063_AlGe_a.res in P2(1)/c AlGe063_AlGe_a.res created by SHELXL-2019/2 at 09:19:40 on 15-Jan-2026 REM Old TITL AlGe063_AlGe in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.201, Rweak 0.103, Alpha 0.041, Orientation as input REM Formula found by SHELXT: C18 Li O2 CELL 1.54184 8.7241 9.4419 19.9924 90.000 96.948 90.000 ZERR 2.000 0.0002 0.0001 0.0004 0.000 0.002 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H B LI O UNIT 68 108 4 4 8 OMIT -6 0 12 TEMP -173 SIZE 0.12 0.14 0.18 L.S. 10 BOND $H LIST 4 CONF ACTA shel 999 0.82 OMIT 1 4 10 OMIT 1 3 5 OMIT 0 1 1 OMIT -4 0 8 FMAP 2 PLAN 20 WGHT 0.130700 1.197000 FVAR 0.65480 0.39548 RESI 1 MAIN C1 1 0.596830 0.194605 0.555044 11.00000 0.02966 0.02350 = 0.03403 0.00154 -0.00255 0.00162 AFIX 137 H1A 2 0.676069 0.202887 0.594004 11.00000 -1.50000 H1B 2 0.637808 0.139743 0.519572 11.00000 -1.50000 H1C 2 0.505975 0.146478 0.568616 11.00000 -1.50000 AFIX 0 B1 3 0.548336 0.351029 0.526869 11.00000 0.02341 0.02144 = 0.02984 -0.00087 0.00072 0.00178 LI1 4 0.342939 0.503569 0.555744 11.00000 0.02864 0.02483 = 0.03386 -0.00160 0.00040 -0.00100 C2 1 0.428544 0.371980 0.465227 11.00000 0.02193 0.02022 = 0.02869 -0.00160 0.00048 -0.00082 C3 1 0.356274 0.253595 0.428973 11.00000 0.02477 0.01836 = 0.03040 -0.00161 0.00256 -0.00027 AFIX 43 H3 2 0.386656 0.161351 0.444247 11.00000 -1.20000 AFIX 0 C4 1 0.246944 0.263816 0.374083 11.00000 0.02454 0.02467 = 0.02989 -0.00361 0.00305 -0.00219 C5 1 0.198091 0.402376 0.349986 11.00000 0.02455 0.02977 = 0.02602 -0.00044 0.00049 -0.00129 C6 1 0.265431 0.518954 0.382356 11.00000 0.02358 0.02381 = 0.02843 0.00181 -0.00114 0.00029 AFIX 43 H6 2 0.233117 0.609609 0.365518 11.00000 -1.20000 AFIX 0 C7 1 0.381400 0.513817 0.439937 11.00000 0.02144 0.02275 = 0.02690 0.00073 0.00014 0.00150 C8 1 0.177959 0.132817 0.338984 11.00000 0.03102 0.03055 = 0.03934 -0.00994 -0.00098 -0.00551 AFIX 137 H8A 2 0.066377 0.131235 0.341226 11.00000 -1.50000 H8B 2 0.225309 0.048326 0.361229 11.00000 -1.50000 H8C 2 0.197443 0.133912 0.291729 11.00000 -1.50000 AFIX 0 C9 1 0.074690 0.418947 0.291136 11.00000 0.03331 0.03719 = 0.03392 0.00220 -0.00850 -0.00309 AFIX 137 H9A 2 0.062186 0.519514 0.279627 11.00000 -1.50000 H9B 2 -0.023083 0.381290 0.303088 11.00000 -1.50000 H9C 2 0.104546 0.366836 0.252340 11.00000 -1.50000 AFIX 0 RESI 0 SIMU 0.008 Li1_1 O1_2 > C5_31 PART 1 21 RESI 2 THF O1 5 0.320137 0.613686 0.636217 21.00000 0.03070 0.02447 = 0.03377 -0.00257 -0.00113 0.00309 C2 1 0.276600 0.757964 0.629152 21.00000 0.03134 0.02865 = 0.03520 -0.00797 -0.00176 -0.00011 AFIX 23 H2A 2 0.165196 0.766395 0.612901 21.00000 -1.20000 H2B 2 0.336208 0.806064 0.596670 21.00000 -1.20000 AFIX 0 C3 1 0.314377 0.827533 0.703508 21.00000 0.03988 0.03421 = 0.03840 -0.01149 0.00048 0.00289 AFIX 23 H3A 2 0.344227 0.928354 0.700871 21.00000 -1.20000 H3B 2 0.225292 0.819427 0.729601 21.00000 -1.20000 AFIX 0 C4 1 0.449487 0.736832 0.733820 21.00000 0.03347 0.03717 = 0.03510 -0.00470 -0.00257 0.00145 AFIX 23 H4A 2 0.548546 0.769240 0.719641 21.00000 -1.20000 H4B 2 0.457779 0.734311 0.783632 21.00000 -1.20000 AFIX 0 C5 1 0.404761 0.609782 0.705994 21.00000 0.03313 0.03344 = 0.03187 -0.00499 0.00086 0.00019 AFIX 23 H5A 2 0.337865 0.562495 0.735835 21.00000 -1.20000 H5B 2 0.497911 0.550211 0.705210 21.00000 -1.20000 AFIX 0 RESI 0 PART 0 PART 2 -21 RESI 21 THF O1 5 0.312303 0.626136 0.639153 -21.00000 0.03208 0.02656 = 0.03264 -0.00983 -0.00017 0.00057 C2 1 0.284384 0.777477 0.630609 -21.00000 0.03287 0.02628 = 0.03976 -0.00578 -0.00039 0.00702 AFIX 23 H2A 2 0.322233 0.811200 0.588679 -21.00000 -1.20000 H2B 2 0.172473 0.797819 0.627846 -21.00000 -1.20000 AFIX 0 C3 1 0.366712 0.847493 0.688540 -21.00000 0.03772 0.02888 = 0.03868 -0.00447 0.00183 0.00219 AFIX 23 H3A 2 0.308733 0.930700 0.702127 -21.00000 -1.20000 H3B 2 0.470562 0.878290 0.679292 -21.00000 -1.20000 AFIX 0 C4 1 0.377473 0.732511 0.742358 -21.00000 0.03907 0.03936 = 0.03166 -0.00700 -0.00024 -0.00021 AFIX 23 H4A 2 0.280646 0.726022 0.763391 -21.00000 -1.20000 H4B 2 0.464687 0.750356 0.777847 -21.00000 -1.20000 AFIX 0 C5 1 0.405641 0.591161 0.700493 -21.00000 0.03456 0.02895 = 0.03219 -0.00550 0.00010 -0.00049 AFIX 23 H5A 2 0.515583 0.578970 0.694008 -21.00000 -1.20000 H5B 2 0.368102 0.505297 0.721820 -21.00000 -1.20000 AFIX 0 RESI 0 PART 0 PART 1 21 RESI 3 THF O1 5 0.150071 0.395631 0.565825 21.00000 0.03169 0.02260 = 0.03208 0.00374 -0.00153 -0.00563 C2 1 0.157623 0.302545 0.622696 21.00000 0.03875 0.02325 = 0.03270 0.00336 -0.00086 0.00179 AFIX 23 H2A 2 0.070337 0.318482 0.649167 21.00000 -1.20000 H2B 2 0.256167 0.313448 0.652463 21.00000 -1.20000 AFIX 0 C3 1 0.145554 0.143621 0.584849 21.00000 0.04492 0.03083 = 0.04353 0.00893 0.00169 0.00006 AFIX 23 H3A 2 0.248208 0.109238 0.575735 21.00000 -1.20000 H3B 2 0.097426 0.072378 0.612064 21.00000 -1.20000 AFIX 0 C4 1 0.039732 0.178905 0.518213 21.00000 0.03501 0.02582 = 0.03409 0.00576 0.00113 -0.00119 AFIX 23 H4A 2 0.081137 0.135301 0.479090 21.00000 -1.20000 H4B 2 -0.066188 0.142875 0.520206 21.00000 -1.20000 AFIX 0 C5 1 0.038969 0.339982 0.512176 21.00000 0.03139 0.02049 = 0.03242 0.00061 -0.00358 -0.00365 AFIX 23 H5A 2 0.067768 0.368648 0.467726 21.00000 -1.20000 H5B 2 -0.065369 0.377432 0.516499 21.00000 -1.20000 AFIX 0 RESI 0 PART 0 PART 2 -21 RESI 31 THF O1 5 0.159646 0.381595 0.564950 -21.00000 0.03011 0.02356 = 0.03351 0.00031 -0.00078 -0.00237 C2 1 0.181646 0.280410 0.618517 -21.00000 0.04185 0.03326 = 0.03390 0.00484 0.00116 -0.00030 AFIX 23 H2A 2 0.159630 0.324606 0.661235 -21.00000 -1.20000 H2B 2 0.289952 0.246855 0.624366 -21.00000 -1.20000 AFIX 0 C3 1 0.077576 0.162035 0.601778 -21.00000 0.04035 0.02766 = 0.03982 0.00790 0.00347 -0.00288 AFIX 23 H3A 2 -0.018866 0.173171 0.622750 -21.00000 -1.20000 H3B 2 0.127031 0.071142 0.616659 -21.00000 -1.20000 AFIX 0 C4 1 0.046210 0.169107 0.526200 -21.00000 0.03595 0.02045 = 0.03970 0.00167 -0.00078 -0.00386 AFIX 23 H4A 2 -0.053057 0.123381 0.509263 -21.00000 -1.20000 H4B 2 0.130535 0.125316 0.504379 -21.00000 -1.20000 AFIX 0 C5 1 0.039952 0.328209 0.515791 -21.00000 0.02884 0.02299 = 0.03125 0.00047 -0.00084 -0.00182 AFIX 23 H5A 2 0.060205 0.353299 0.469587 -21.00000 -1.20000 H5B 2 -0.062064 0.366422 0.523583 -21.00000 -1.20000 PART 0 REM REM AlGe063_AlGe_a.hkl REM AFIX 0 HKLF 4 REM AlGe063_AlGe_a.res in P2(1)/c REM wR2 = 0.2148, GooF = S = 1.071, Restrained GooF = 1.028 for all data REM R1 = 0.0736 for 2671 Fo > 4sig(Fo) and 0.0803 for all 3100 data REM 284 parameters refined using 318 restraints END WGHT 0.1307 1.1964 REM Highest difference peak 0.475, deepest hole -0.354, 1-sigma level 0.070 Q1 1 0.5607 0.1223 0.5314 11.00000 0.05 0.47 Q2 1 0.4663 0.8794 0.7132 11.00000 0.05 0.46 Q3 1 0.5768 0.0094 0.5426 11.00000 0.05 0.41 Q4 1 0.2312 -0.0171 0.3676 11.00000 0.05 0.40 Q5 1 0.4038 0.1228 0.4628 11.00000 0.05 0.39 Q6 1 0.1448 0.8652 0.5620 11.00000 0.05 0.37 Q7 1 0.0552 0.1123 0.2840 11.00000 0.05 0.35 Q8 1 0.5784 0.2754 0.5471 11.00000 0.05 0.34 Q9 1 0.3116 0.1195 0.6373 11.00000 0.05 0.33 Q10 1 0.2090 0.2241 0.3636 11.00000 0.05 0.30 Q11 1 0.2233 0.6353 0.6682 11.00000 0.05 0.29 Q12 1 -0.0439 0.3432 0.5346 11.00000 0.05 0.27 Q13 1 0.2906 0.8666 0.6301 11.00000 0.05 0.27 Q14 1 0.5659 0.1838 0.5990 11.00000 0.05 0.27 Q15 1 0.1234 0.7142 0.5493 11.00000 0.05 0.26 Q16 1 0.1796 0.1139 0.5707 11.00000 0.05 0.26 Q17 1 0.4096 0.5866 0.4524 11.00000 0.05 0.26 Q18 1 0.0981 -0.0039 0.3042 11.00000 0.05 0.25 Q19 1 0.2228 0.3333 0.3661 11.00000 0.05 0.25 Q20 1 0.0746 0.5761 0.2803 11.00000 0.05 0.24 ; _shelx_res_checksum 64909 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1_1 C 0.5968(2) 0.1946(2) 0.55504(11) 0.0296(5) Uani 1 1 d . . . . . H1A_1 H 0.676069 0.202887 0.594004 0.044 Uiso 1 1 calc R U . . . H1B_1 H 0.637808 0.139743 0.519572 0.044 Uiso 1 1 calc R U . . . H1C_1 H 0.505975 0.146478 0.568616 0.044 Uiso 1 1 calc R U . . . B1_1 B 0.5483(3) 0.3510(3) 0.52687(12) 0.0251(5) Uani 1 1 d . . . . . Li1_1 Li 0.3429(4) 0.5036(4) 0.55574(19) 0.0294(8) Uani 1 1 d . U . . . C2_1 C 0.4285(2) 0.3720(2) 0.46523(11) 0.0238(5) Uani 1 1 d . . . . . C3_1 C 0.3563(2) 0.2536(2) 0.42897(11) 0.0246(5) Uani 1 1 d . . . . . H3_1 H 0.386656 0.161351 0.444247 0.029 Uiso 1 1 calc R U . . . C4_1 C 0.2469(2) 0.2638(2) 0.37408(11) 0.0264(5) Uani 1 1 d . . . . . C5_1 C 0.1981(2) 0.4024(2) 0.34999(11) 0.0270(5) Uani 1 1 d . . . . . C6_1 C 0.2654(2) 0.5190(2) 0.38236(11) 0.0256(5) Uani 1 1 d . . . . . H6_1 H 0.233117 0.609609 0.365518 0.031 Uiso 1 1 calc R U . . . C7_1 C 0.3814(2) 0.5138(2) 0.43994(10) 0.0239(5) Uani 1 1 d . . . . . C8_1 C 0.1780(3) 0.1328(3) 0.33898(13) 0.0341(6) Uani 1 1 d . . . . . H8A_1 H 0.066377 0.131235 0.341226 0.051 Uiso 1 1 calc R U . . . H8B_1 H 0.225309 0.048326 0.361229 0.051 Uiso 1 1 calc R U . . . H8C_1 H 0.197443 0.133912 0.291729 0.051 Uiso 1 1 calc R U . . . C9_1 C 0.0747(3) 0.4189(3) 0.29114(12) 0.0358(6) Uani 1 1 d . . . . . H9A_1 H 0.062186 0.519514 0.279627 0.054 Uiso 1 1 calc R U . . . H9B_1 H -0.023083 0.381290 0.303088 0.054 Uiso 1 1 calc R U . . . H9C_1 H 0.104546 0.366836 0.252340 0.054 Uiso 1 1 calc R U . . . O1_2 O 0.320(4) 0.614(3) 0.6362(17) 0.0301(18) Uani 0.395(7) 1 d . U P A 1 C2_2 C 0.277(3) 0.758(2) 0.6292(16) 0.0322(19) Uani 0.395(7) 1 d . U P A 1 H2A_2 H 0.165196 0.766395 0.612901 0.039 Uiso 0.395(7) 1 calc R U P A 1 H2B_2 H 0.336208 0.806064 0.596670 0.039 Uiso 0.395(7) 1 calc R U P A 1 C3_2 C 0.3144(11) 0.8275(10) 0.7035(5) 0.0378(16) Uani 0.395(7) 1 d . U P A 1 H3A_2 H 0.344227 0.928354 0.700871 0.045 Uiso 0.395(7) 1 calc R U P A 1 H3B_2 H 0.225292 0.819427 0.729601 0.045 Uiso 0.395(7) 1 calc R U P A 1 C4_2 C 0.4495(10) 0.7368(8) 0.7338(4) 0.0358(14) Uani 0.395(7) 1 d . U P A 1 H4A_2 H 0.548546 0.769240 0.719641 0.043 Uiso 0.395(7) 1 calc R U P A 1 H4B_2 H 0.457779 0.734311 0.783632 0.043 Uiso 0.395(7) 1 calc R U P A 1 C5_2 C 0.405(3) 0.610(2) 0.7060(13) 0.0331(19) Uani 0.395(7) 1 d . U P A 1 H5A_2 H 0.337865 0.562495 0.735835 0.040 Uiso 0.395(7) 1 calc R U P A 1 H5B_2 H 0.497911 0.550211 0.705210 0.040 Uiso 0.395(7) 1 calc R U P A 1 O1_21 O 0.312(3) 0.626(2) 0.6392(11) 0.0308(16) Uani 0.605(7) 1 d . U P A 2 C2_21 C 0.284(2) 0.7775(14) 0.6306(10) 0.0334(16) Uani 0.605(7) 1 d . U P A 2 H2A_21 H 0.322233 0.811200 0.588679 0.040 Uiso 0.605(7) 1 calc R U P A 2 H2B_21 H 0.172473 0.797819 0.627846 0.040 Uiso 0.605(7) 1 calc R U P A 2 C3_21 C 0.3667(7) 0.8475(6) 0.6885(3) 0.0353(11) Uani 0.605(7) 1 d . U P A 2 H3A_21 H 0.308733 0.930700 0.702127 0.042 Uiso 0.605(7) 1 calc R U P A 2 H3B_21 H 0.470562 0.878290 0.679292 0.042 Uiso 0.605(7) 1 calc R U P A 2 C4_21 C 0.3775(7) 0.7325(5) 0.7424(2) 0.0371(10) Uani 0.605(7) 1 d . U P A 2 H4A_21 H 0.280646 0.726022 0.763391 0.044 Uiso 0.605(7) 1 calc R U P A 2 H4B_21 H 0.464687 0.750356 0.777847 0.044 Uiso 0.605(7) 1 calc R U P A 2 C5_21 C 0.406(2) 0.5912(13) 0.7005(8) 0.0322(15) Uani 0.605(7) 1 d . U P A 2 H5A_21 H 0.515583 0.578970 0.694008 0.039 Uiso 0.605(7) 1 calc R U P A 2 H5B_21 H 0.368102 0.505297 0.721820 0.039 Uiso 0.605(7) 1 calc R U P A 2 O1_3 O 0.150(4) 0.396(3) 0.5658(19) 0.0292(18) Uani 0.395(7) 1 d . U P A 1 C2_3 C 0.1576(19) 0.3025(16) 0.6227(10) 0.0320(19) Uani 0.395(7) 1 d . U P A 1 H2A_3 H 0.070337 0.318482 0.649167 0.038 Uiso 0.395(7) 1 calc R U P A 1 H2B_3 H 0.256167 0.313448 0.652463 0.038 Uiso 0.395(7) 1 calc R U P A 1 C3_3 C 0.1456(11) 0.1436(8) 0.5848(4) 0.0401(15) Uani 0.395(7) 1 d . U P A 1 H3A_3 H 0.248208 0.109238 0.575735 0.048 Uiso 0.395(7) 1 calc R U P A 1 H3B_3 H 0.097426 0.072378 0.612064 0.048 Uiso 0.395(7) 1 calc R U P A 1 C4_3 C 0.040(3) 0.179(3) 0.5182(12) 0.0319(19) Uani 0.395(7) 1 d . U P A 1 H4A_3 H 0.081137 0.135301 0.479090 0.038 Uiso 0.395(7) 1 calc R U P A 1 H4B_3 H -0.066188 0.142875 0.520206 0.038 Uiso 0.395(7) 1 calc R U P A 1 C5_3 C 0.039(6) 0.340(4) 0.512(2) 0.029(2) Uani 0.395(7) 1 d . U P A 1 H5A_3 H 0.067768 0.368648 0.467726 0.034 Uiso 0.395(7) 1 calc R U P A 1 H5B_3 H -0.065369 0.377432 0.516499 0.034 Uiso 0.395(7) 1 calc R U P A 1 O1_31 O 0.160(2) 0.3816(18) 0.5649(13) 0.0294(15) Uani 0.605(7) 1 d . U P A 2 C2_31 C 0.1816(12) 0.2804(11) 0.6185(7) 0.0366(16) Uani 0.605(7) 1 d . U P A 2 H2A_31 H 0.159630 0.324606 0.661235 0.044 Uiso 0.605(7) 1 calc R U P A 2 H2B_31 H 0.289952 0.246855 0.624366 0.044 Uiso 0.605(7) 1 calc R U P A 2 C3_31 C 0.0776(7) 0.1620(5) 0.6018(2) 0.0361(10) Uani 0.605(7) 1 d . U P A 2 H3A_31 H -0.018866 0.173171 0.622750 0.043 Uiso 0.605(7) 1 calc R U P A 2 H3B_31 H 0.127031 0.071142 0.616659 0.043 Uiso 0.605(7) 1 calc R U P A 2 C4_31 C 0.046(2) 0.1691(19) 0.5262(7) 0.0325(16) Uani 0.605(7) 1 d . U P A 2 H4A_31 H -0.053057 0.123381 0.509263 0.039 Uiso 0.605(7) 1 calc R U P A 2 H4B_31 H 0.130535 0.125316 0.504379 0.039 Uiso 0.605(7) 1 calc R U P A 2 C5_31 C 0.040(4) 0.328(2) 0.5158(13) 0.0281(17) Uani 0.605(7) 1 d . U P A 2 H5A_31 H 0.060205 0.353299 0.469587 0.034 Uiso 0.605(7) 1 calc R U P A 2 H5B_31 H -0.062064 0.366422 0.523583 0.034 Uiso 0.605(7) 1 calc R U P 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 C1_1 0.0297(11) 0.0235(10) 0.0340(12) 0.0015(9) -0.0025(9) 0.0016(8) B1_1 0.0234(11) 0.0214(11) 0.0298(12) -0.0009(9) 0.0007(9) 0.0018(8) Li1_1 0.0286(16) 0.0248(17) 0.0339(18) -0.0016(14) 0.0004(14) -0.0010(13) C2_1 0.0219(10) 0.0202(10) 0.0287(11) -0.0016(8) 0.0005(8) -0.0008(7) C3_1 0.0248(10) 0.0184(10) 0.0304(11) -0.0016(8) 0.0026(8) -0.0003(7) C4_1 0.0245(10) 0.0247(11) 0.0299(11) -0.0036(8) 0.0030(8) -0.0022(8) C5_1 0.0246(10) 0.0298(11) 0.0260(11) -0.0004(8) 0.0005(8) -0.0013(8) C6_1 0.0236(10) 0.0238(10) 0.0284(11) 0.0018(8) -0.0011(8) 0.0003(8) C7_1 0.0214(9) 0.0227(10) 0.0269(11) 0.0007(8) 0.0001(8) 0.0015(7) C8_1 0.0310(11) 0.0306(12) 0.0393(13) -0.0099(10) -0.0010(9) -0.0055(9) C9_1 0.0333(12) 0.0372(13) 0.0339(12) 0.0022(10) -0.0085(10) -0.0031(10) O1_2 0.031(3) 0.024(4) 0.034(3) -0.003(3) -0.001(3) 0.003(3) C2_2 0.031(3) 0.029(4) 0.035(3) -0.008(3) -0.002(3) 0.000(3) C3_2 0.040(3) 0.034(3) 0.038(3) -0.011(2) 0.000(3) 0.003(3) C4_2 0.033(3) 0.037(3) 0.035(3) -0.005(2) -0.003(3) 0.001(3) C5_2 0.033(3) 0.033(4) 0.032(3) -0.005(3) 0.001(3) 0.000(3) O1_21 0.032(3) 0.027(3) 0.033(2) -0.010(2) -0.0002(19) 0.001(2) C2_21 0.033(3) 0.026(3) 0.040(2) -0.006(3) 0.000(2) 0.007(3) C3_21 0.038(2) 0.029(2) 0.039(2) -0.0045(17) 0.0018(19) 0.0022(19) C4_21 0.039(2) 0.039(2) 0.032(2) -0.0070(16) -0.0002(19) 0.000(2) C5_21 0.035(2) 0.029(3) 0.032(3) -0.005(2) 0.000(2) 0.000(3) O1_3 0.032(3) 0.023(4) 0.032(3) 0.004(3) -0.002(3) -0.006(3) C2_3 0.039(4) 0.023(3) 0.033(3) 0.003(3) -0.001(3) 0.002(3) C3_3 0.045(3) 0.031(3) 0.044(3) 0.009(2) 0.002(3) 0.000(3) C4_3 0.035(3) 0.026(3) 0.034(4) 0.006(3) 0.001(3) -0.001(3) C5_3 0.031(3) 0.020(4) 0.032(4) 0.001(3) -0.004(3) -0.004(3) O1_31 0.030(3) 0.024(3) 0.0335(19) 0.000(2) -0.0008(19) -0.002(2) C2_31 0.042(3) 0.033(3) 0.034(2) 0.005(2) 0.001(2) 0.000(2) C3_31 0.040(2) 0.0277(19) 0.040(2) 0.0079(16) 0.0035(18) -0.0029(18) C4_31 0.036(2) 0.020(3) 0.040(4) 0.002(3) -0.001(3) -0.004(2) C5_31 0.029(2) 0.023(4) 0.031(3) 0.000(3) -0.001(2) -0.002(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 -1 0.1051 -1 -1 -1 0.0527 0 0 -1 0.0682 -1 -1 1 0.0299 0 -1 0 0.0492 1 1 -1 0.0971 1 -1 1 0.0822 1 0 1 0.0694 1 1 0 0.0946 0 0 1 0.0628 0 1 1 0.0769 0 -1 -1 0.0554 -1 1 1 0.0487 -1 0 1 0.0327 1 -1 -1 0.0827 1 0 -1 0.0824 -1 1 0 0.0711 -1 0 0 0.0562 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 B1_1 C1_1 H1A_1 109.5 . . ? B1_1 C1_1 H1B_1 109.5 . . ? H1A_1 C1_1 H1B_1 109.5 . . ? B1_1 C1_1 H1C_1 109.5 . . ? H1A_1 C1_1 H1C_1 109.5 . . ? H1B_1 C1_1 H1C_1 109.5 . . ? C2_1 B1_1 C7_1 116.11(19) . 3_666 ? C2_1 B1_1 C1_1 121.52(19) . . ? C7_1 B1_1 C1_1 122.37(19) 3_666 . ? C2_1 B1_1 Li1_1 70.25(14) . . ? C7_1 B1_1 Li1_1 70.74(14) 3_666 . ? C1_1 B1_1 Li1_1 129.00(18) . . ? C2_1 B1_1 Li1_1 70.35(14) . 3_666 ? C7_1 B1_1 Li1_1 69.81(15) 3_666 3_666 ? C1_1 B1_1 Li1_1 130.22(17) . 3_666 ? Li1_1 B1_1 Li1_1 100.78(15) . 3_666 ? O1_2 Li1_1 O1_3 91.0(15) . . ? O1_31 Li1_1 O1_21 93.7(9) . . ? O1_2 Li1_1 C7_1 145.4(10) . . ? O1_31 Li1_1 C7_1 108.8(7) . . ? O1_3 Li1_1 C7_1 109.8(11) . . ? O1_21 Li1_1 C7_1 143.7(6) . . ? O1_2 Li1_1 C2_1 167.7(10) . . ? O1_31 Li1_1 C2_1 95.6(6) . . ? O1_3 Li1_1 C2_1 98.9(10) . . ? O1_21 Li1_1 C2_1 169.2(7) . . ? C7_1 Li1_1 C2_1 35.96(9) . . ? O1_2 Li1_1 C2_1 93.0(11) . 3_666 ? O1_3 Li1_1 C2_1 175.6(11) . 3_666 ? C7_1 Li1_1 C2_1 65.89(12) . 3_666 ? C2_1 Li1_1 C2_1 77.25(14) . 3_666 ? O1_2 Li1_1 C7_1 102.1(10) . 3_666 ? O1_31 Li1_1 C7_1 140.1(5) . 3_666 ? O1_3 Li1_1 C7_1 144.4(8) . 3_666 ? O1_21 Li1_1 C7_1 103.6(6) . 3_666 ? C7_1 Li1_1 C7_1 77.26(14) . 3_666 ? C2_1 Li1_1 C7_1 65.68(12) . 3_666 ? C2_1 Li1_1 C7_1 35.76(9) 3_666 3_666 ? O1_2 Li1_1 B1_1 131.9(10) . . ? O1_31 Li1_1 B1_1 107.6(5) . . ? O1_3 Li1_1 B1_1 112.1(8) . . ? O1_21 Li1_1 B1_1 134.0(6) . . ? C7_1 Li1_1 B1_1 66.25(13) . . ? C2_1 Li1_1 B1_1 37.06(9) . . ? C2_1 Li1_1 B1_1 66.08(12) 3_666 . ? C7_1 Li1_1 B1_1 37.02(9) 3_666 . ? O1_2 Li1_1 B1_1 110.4(10) . 3_666 ? O1_3 Li1_1 B1_1 139.5(11) . 3_666 ? C7_1 Li1_1 B1_1 37.13(9) . 3_666 ? C2_1 Li1_1 B1_1 66.10(13) . 3_666 ? C2_1 Li1_1 B1_1 36.98(9) 3_666 3_666 ? C7_1 Li1_1 B1_1 65.86(12) 3_666 3_666 ? B1_1 Li1_1 B1_1 79.22(15) . 3_666 ? C3_1 C2_1 C7_1 116.57(19) . . ? C3_1 C2_1 B1_1 121.44(18) . . ? C7_1 C2_1 B1_1 121.98(18) . . ? C3_1 C2_1 Li1_1 128.98(17) . . ? C7_1 C2_1 Li1_1 71.76(14) . . ? B1_1 C2_1 Li1_1 72.69(15) . . ? C3_1 C2_1 Li1_1 128.15(17) . 3_666 ? C7_1 C2_1 Li1_1 72.39(14) . 3_666 ? B1_1 C2_1 Li1_1 72.68(15) . 3_666 ? Li1_1 C2_1 Li1_1 102.75(14) . 3_666 ? C4_1 C3_1 C2_1 124.83(19) . . ? C4_1 C3_1 H3_1 117.6 . . ? C2_1 C3_1 H3_1 117.6 . . ? C3_1 C4_1 C5_1 118.80(19) . . ? C3_1 C4_1 C8_1 121.0(2) . . ? C5_1 C4_1 C8_1 120.2(2) . . ? C6_1 C5_1 C4_1 118.57(19) . . ? C6_1 C5_1 C9_1 120.7(2) . . ? C4_1 C5_1 C9_1 120.73(19) . . ? C5_1 C6_1 C7_1 124.74(19) . . ? C5_1 C6_1 H6_1 117.6 . . ? C7_1 C6_1 H6_1 117.6 . . ? C6_1 C7_1 C2_1 116.47(18) . . ? C6_1 C7_1 B1_1 121.63(18) . 3_666 ? C2_1 C7_1 B1_1 121.90(18) . 3_666 ? C6_1 C7_1 Li1_1 127.68(17) . . ? C2_1 C7_1 Li1_1 72.27(15) . . ? B1_1 C7_1 Li1_1 73.06(15) 3_666 . ? C6_1 C7_1 Li1_1 129.44(17) . 3_666 ? C2_1 C7_1 Li1_1 71.86(14) . 3_666 ? B1_1 C7_1 Li1_1 72.23(14) 3_666 3_666 ? Li1_1 C7_1 Li1_1 102.74(14) . 3_666 ? C4_1 C8_1 H8A_1 109.5 . . ? C4_1 C8_1 H8B_1 109.5 . . ? H8A_1 C8_1 H8B_1 109.5 . . ? C4_1 C8_1 H8C_1 109.5 . . ? H8A_1 C8_1 H8C_1 109.5 . . ? H8B_1 C8_1 H8C_1 109.5 . . ? C5_1 C9_1 H9A_1 109.5 . . ? C5_1 C9_1 H9B_1 109.5 . . ? H9A_1 C9_1 H9B_1 109.5 . . ? C5_1 C9_1 H9C_1 109.5 . . ? H9A_1 C9_1 H9C_1 109.5 . . ? H9B_1 C9_1 H9C_1 109.5 . . ? C2_2 O1_2 C5_2 102(2) . . ? C2_2 O1_2 Li1_1 119(2) . . ? C5_2 O1_2 Li1_1 132(2) . . ? O1_2 C2_2 C3_2 106(2) . . ? O1_2 C2_2 H2A_2 110.5 . . ? C3_2 C2_2 H2A_2 110.5 . . ? O1_2 C2_2 H2B_2 110.5 . . ? C3_2 C2_2 H2B_2 110.5 . . ? H2A_2 C2_2 H2B_2 108.7 . . ? C4_2 C3_2 C2_2 101.5(12) . . ? C4_2 C3_2 H3A_2 111.5 . . ? C2_2 C3_2 H3A_2 111.5 . . ? C4_2 C3_2 H3B_2 111.5 . . ? C2_2 C3_2 H3B_2 111.5 . . ? H3A_2 C3_2 H3B_2 109.3 . . ? C5_2 C4_2 C3_2 99.4(13) . . ? C5_2 C4_2 H4A_2 111.9 . . ? C3_2 C4_2 H4A_2 111.9 . . ? C5_2 C4_2 H4B_2 111.9 . . ? C3_2 C4_2 H4B_2 111.9 . . ? H4A_2 C4_2 H4B_2 109.6 . . ? C4_2 C5_2 O1_2 116(2) . . ? C4_2 C5_2 H5A_2 108.2 . . ? O1_2 C5_2 H5A_2 108.2 . . ? C4_2 C5_2 H5B_2 108.2 . . ? O1_2 C5_2 H5B_2 108.2 . . ? H5A_2 C5_2 H5B_2 107.3 . . ? C5_21 O1_21 C2_21 113.5(16) . . ? C5_21 O1_21 Li1_1 116.5(13) . . ? C2_21 O1_21 Li1_1 119.3(14) . . ? C3_21 C2_21 O1_21 107.1(14) . . ? C3_21 C2_21 H2A_21 110.3 . . ? O1_21 C2_21 H2A_21 110.3 . . ? C3_21 C2_21 H2B_21 110.3 . . ? O1_21 C2_21 H2B_21 110.3 . . ? H2A_21 C2_21 H2B_21 108.5 . . ? C2_21 C3_21 C4_21 102.8(7) . . ? C2_21 C3_21 H3A_21 111.2 . . ? C4_21 C3_21 H3A_21 111.2 . . ? C2_21 C3_21 H3B_21 111.2 . . ? C4_21 C3_21 H3B_21 111.2 . . ? H3A_21 C3_21 H3B_21 109.1 . . ? C3_21 C4_21 C5_21 102.9(7) . . ? C3_21 C4_21 H4A_21 111.2 . . ? C5_21 C4_21 H4A_21 111.2 . . ? C3_21 C4_21 H4B_21 111.2 . . ? C5_21 C4_21 H4B_21 111.2 . . ? H4A_21 C4_21 H4B_21 109.1 . . ? O1_21 C5_21 C4_21 98.5(13) . . ? O1_21 C5_21 H5A_21 112.1 . . ? C4_21 C5_21 H5A_21 112.1 . . ? O1_21 C5_21 H5B_21 112.1 . . ? C4_21 C5_21 H5B_21 112.1 . . ? H5A_21 C5_21 H5B_21 109.7 . . ? C2_3 O1_3 C5_3 109(2) . . ? C2_3 O1_3 Li1_1 115.8(19) . . ? C5_3 O1_3 Li1_1 127(3) . . ? O1_3 C2_3 C3_3 101.3(15) . . ? O1_3 C2_3 H2A_3 111.5 . . ? C3_3 C2_3 H2A_3 111.5 . . ? O1_3 C2_3 H2B_3 111.5 . . ? C3_3 C2_3 H2B_3 111.5 . . ? H2A_3 C2_3 H2B_3 109.3 . . ? C4_3 C3_3 C2_3 101.1(14) . . ? C4_3 C3_3 H3A_3 111.6 . . ? C2_3 C3_3 H3A_3 111.6 . . ? C4_3 C3_3 H3B_3 111.6 . . ? C2_3 C3_3 H3B_3 111.6 . . ? H3A_3 C3_3 H3B_3 109.4 . . ? C5_3 C4_3 C3_3 106(2) . . ? C5_3 C4_3 H4A_3 110.5 . . ? C3_3 C4_3 H4A_3 110.5 . . ? C5_3 C4_3 H4B_3 110.5 . . ? C3_3 C4_3 H4B_3 110.5 . . ? H4A_3 C4_3 H4B_3 108.7 . . ? O1_3 C5_3 C4_3 108(2) . . ? O1_3 C5_3 H5A_3 110.1 . . ? C4_3 C5_3 H5A_3 110.1 . . ? O1_3 C5_3 H5B_3 110.1 . . ? C4_3 C5_3 H5B_3 110.1 . . ? H5A_3 C5_3 H5B_3 108.5 . . ? C2_31 O1_31 C5_31 107.4(14) . . ? C2_31 O1_31 Li1_1 114.7(12) . . ? C5_31 O1_31 Li1_1 131.6(18) . . ? O1_31 C2_31 C3_31 108.5(10) . . ? O1_31 C2_31 H2A_31 110.0 . . ? C3_31 C2_31 H2A_31 110.0 . . ? O1_31 C2_31 H2B_31 110.0 . . ? C3_31 C2_31 H2B_31 110.0 . . ? H2A_31 C2_31 H2B_31 108.4 . . ? C2_31 C3_31 C4_31 103.3(9) . . ? C2_31 C3_31 H3A_31 111.1 . . ? C4_31 C3_31 H3A_31 111.1 . . ? C2_31 C3_31 H3B_31 111.1 . . ? C4_31 C3_31 H3B_31 111.1 . . ? H3A_31 C3_31 H3B_31 109.1 . . ? C3_31 C4_31 C5_31 100.4(13) . . ? C3_31 C4_31 H4A_31 111.7 . . ? C5_31 C4_31 H4A_31 111.7 . . ? C3_31 C4_31 H4B_31 111.7 . . ? C5_31 C4_31 H4B_31 111.7 . . ? H4A_31 C4_31 H4B_31 109.5 . . ? O1_31 C5_31 C4_31 104.0(16) . . ? O1_31 C5_31 H5A_31 110.9 . . ? C4_31 C5_31 H5A_31 110.9 . . ? O1_31 C5_31 H5B_31 110.9 . . ? C4_31 C5_31 H5B_31 110.9 . . ? H5A_31 C5_31 H5B_31 109.0 . . ? 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 C1_1 B1_1 1.619(3) . ? C1_1 H1A_1 0.9800 . ? C1_1 H1B_1 0.9800 . ? C1_1 H1C_1 0.9800 . ? B1_1 C2_1 1.529(3) . ? B1_1 C7_1 1.532(3) 3_666 ? B1_1 Li1_1 2.423(4) . ? B1_1 Li1_1 2.427(5) 3_666 ? Li1_1 O1_2 1.95(3) . ? Li1_1 O1_31 2.00(2) . ? Li1_1 O1_3 2.00(3) . ? Li1_1 O1_21 2.073(19) . ? Li1_1 C7_1 2.381(4) . ? Li1_1 C2_1 2.388(4) . ? Li1_1 C2_1 2.394(4) 3_666 ? Li1_1 C7_1 2.402(4) 3_666 ? C2_1 C3_1 1.436(3) . ? C2_1 C7_1 1.472(3) . ? C3_1 C4_1 1.368(3) . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.441(3) . ? C4_1 C8_1 1.511(3) . ? C5_1 C6_1 1.372(3) . ? C5_1 C9_1 1.504(3) . ? C6_1 C7_1 1.439(3) . ? C6_1 H6_1 0.9500 . ? C8_1 H8A_1 0.9800 . ? C8_1 H8B_1 0.9800 . ? C8_1 H8C_1 0.9800 . ? C9_1 H9A_1 0.9800 . ? C9_1 H9B_1 0.9800 . ? C9_1 H9C_1 0.9800 . ? O1_2 C2_2 1.42(3) . ? O1_2 C5_2 1.50(5) . ? C2_2 C3_2 1.62(3) . ? C2_2 H2A_2 0.9900 . ? C2_2 H2B_2 0.9900 . ? C3_2 C4_2 1.522(12) . ? C3_2 H3A_2 0.9900 . ? C3_2 H3B_2 0.9900 . ? C4_2 C5_2 1.36(2) . ? C4_2 H4A_2 0.9900 . ? C4_2 H4B_2 0.9900 . ? C5_2 H5A_2 0.9900 . ? C5_2 H5B_2 0.9900 . ? O1_21 C5_21 1.43(3) . ? O1_21 C2_21 1.456(19) . ? C2_21 C3_21 1.447(18) . ? C2_21 H2A_21 0.9900 . ? C2_21 H2B_21 0.9900 . ? C3_21 C4_21 1.523(8) . ? C3_21 H3A_21 0.9900 . ? C3_21 H3B_21 0.9900 . ? C4_21 C5_21 1.610(13) . ? C4_21 H4A_21 0.9900 . ? C4_21 H4B_21 0.9900 . ? C5_21 H5A_21 0.9900 . ? C5_21 H5B_21 0.9900 . ? O1_3 C2_3 1.43(3) . ? O1_3 C5_3 1.45(5) . ? C2_3 C3_3 1.678(18) . ? C2_3 H2A_3 0.9900 . ? C2_3 H2B_3 0.9900 . ? C3_3 C4_3 1.56(2) . ? C3_3 H3A_3 0.9900 . ? C3_3 H3B_3 0.9900 . ? C4_3 C5_3 1.53(4) . ? C4_3 H4A_3 0.9900 . ? C4_3 H4B_3 0.9900 . ? C5_3 H5A_3 0.9900 . ? C5_3 H5B_3 0.9900 . ? O1_31 C2_31 1.43(2) . ? O1_31 C5_31 1.44(3) . ? C2_31 C3_31 1.453(13) . ? C2_31 H2A_31 0.9900 . ? C2_31 H2B_31 0.9900 . ? C3_31 C4_31 1.504(15) . ? C3_31 H3A_31 0.9900 . ? C3_31 H3B_31 0.9900 . ? C4_31 C5_31 1.52(2) . ? C4_31 H4A_31 0.9900 . ? C4_31 H4B_31 0.9900 . ? C5_31 H5A_31 0.9900 . ? C5_31 H5B_31 0.9900 . ? 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 C7_1 B1_1 C2_1 C3_1 178.91(18) 3_666 . . . ? C1_1 B1_1 C2_1 C3_1 -1.2(3) . . . . ? Li1_1 B1_1 C2_1 C3_1 -125.6(2) . . . . ? Li1_1 B1_1 C2_1 C3_1 124.6(2) 3_666 . . . ? C7_1 B1_1 C2_1 C7_1 -1.0(3) 3_666 . . . ? C1_1 B1_1 C2_1 C7_1 178.82(19) . . . . ? Li1_1 B1_1 C2_1 C7_1 54.5(2) . . . . ? Li1_1 B1_1 C2_1 C7_1 -55.4(2) 3_666 . . . ? C7_1 B1_1 C2_1 Li1_1 -55.51(19) 3_666 . . . ? C1_1 B1_1 C2_1 Li1_1 124.3(2) . . . . ? Li1_1 B1_1 C2_1 Li1_1 -109.84(13) 3_666 . . . ? C7_1 B1_1 C2_1 Li1_1 54.32(19) 3_666 . . 3_666 ? C1_1 B1_1 C2_1 Li1_1 -125.8(2) . . . 3_666 ? Li1_1 B1_1 C2_1 Li1_1 109.84(13) . . . 3_666 ? C7_1 C2_1 C3_1 C4_1 -1.0(3) . . . . ? B1_1 C2_1 C3_1 C4_1 179.1(2) . . . . ? Li1_1 C2_1 C3_1 C4_1 86.4(3) . . . . ? Li1_1 C2_1 C3_1 C4_1 -88.8(3) 3_666 . . . ? C2_1 C3_1 C4_1 C5_1 -0.3(3) . . . . ? C2_1 C3_1 C4_1 C8_1 179.70(19) . . . . ? C3_1 C4_1 C5_1 C6_1 1.2(3) . . . . ? C8_1 C4_1 C5_1 C6_1 -178.8(2) . . . . ? C3_1 C4_1 C5_1 C9_1 -178.1(2) . . . . ? C8_1 C4_1 C5_1 C9_1 1.9(3) . . . . ? C4_1 C5_1 C6_1 C7_1 -0.9(3) . . . . ? C9_1 C5_1 C6_1 C7_1 178.4(2) . . . . ? C5_1 C6_1 C7_1 C2_1 -0.4(3) . . . . ? C5_1 C6_1 C7_1 B1_1 179.7(2) . . . 3_666 ? C5_1 C6_1 C7_1 Li1_1 -87.8(3) . . . . ? C5_1 C6_1 C7_1 Li1_1 87.3(3) . . . 3_666 ? C3_1 C2_1 C7_1 C6_1 1.3(3) . . . . ? B1_1 C2_1 C7_1 C6_1 -178.80(18) . . . . ? Li1_1 C2_1 C7_1 C6_1 -123.9(2) . . . . ? Li1_1 C2_1 C7_1 C6_1 125.7(2) 3_666 . . . ? C3_1 C2_1 C7_1 B1_1 -178.85(18) . . . 3_666 ? B1_1 C2_1 C7_1 B1_1 1.1(3) . . . 3_666 ? Li1_1 C2_1 C7_1 B1_1 56.0(2) . . . 3_666 ? Li1_1 C2_1 C7_1 B1_1 -54.4(2) 3_666 . . 3_666 ? C3_1 C2_1 C7_1 Li1_1 125.2(2) . . . . ? B1_1 C2_1 C7_1 Li1_1 -54.9(2) . . . . ? Li1_1 C2_1 C7_1 Li1_1 -110.39(13) 3_666 . . . ? C3_1 C2_1 C7_1 Li1_1 -124.5(2) . . . 3_666 ? B1_1 C2_1 C7_1 Li1_1 55.5(2) . . . 3_666 ? Li1_1 C2_1 C7_1 Li1_1 110.39(13) . . . 3_666 ? C5_2 O1_2 C2_2 C3_2 -10(3) . . . . ? Li1_1 O1_2 C2_2 C3_2 -164.6(19) . . . . ? O1_2 C2_2 C3_2 C4_2 29(2) . . . . ? C2_2 C3_2 C4_2 C5_2 -36.1(18) . . . . ? C3_2 C4_2 C5_2 O1_2 35(3) . . . . ? C2_2 O1_2 C5_2 C4_2 -16(4) . . . . ? Li1_1 O1_2 C5_2 C4_2 134(3) . . . . ? C5_21 O1_21 C2_21 C3_21 1(2) . . . . ? Li1_1 O1_21 C2_21 C3_21 -141.8(13) . . . . ? O1_21 C2_21 C3_21 C4_21 -25.2(16) . . . . ? C2_21 C3_21 C4_21 C5_21 37.6(12) . . . . ? C2_21 O1_21 C5_21 C4_21 21(2) . . . . ? Li1_1 O1_21 C5_21 C4_21 165.7(11) . . . . ? C3_21 C4_21 C5_21 O1_21 -35.4(16) . . . . ? C5_3 O1_3 C2_3 C3_3 39(3) . . . . ? Li1_1 O1_3 C2_3 C3_3 -112.1(16) . . . . ? O1_3 C2_3 C3_3 C4_3 -32.5(18) . . . . ? C2_3 C3_3 C4_3 C5_3 15(3) . . . . ? C2_3 O1_3 C5_3 C4_3 -31(4) . . . . ? Li1_1 O1_3 C5_3 C4_3 116(3) . . . . ? C3_3 C4_3 C5_3 O1_3 7(4) . . . . ? C5_31 O1_31 C2_31 C3_31 1.3(18) . . . . ? Li1_1 O1_31 C2_31 C3_31 -154.0(10) . . . . ? O1_31 C2_31 C3_31 C4_31 23.5(13) . . . . ? C2_31 C3_31 C4_31 C5_31 -37.4(16) . . . . ? C2_31 O1_31 C5_31 C4_31 -25(2) . . . . ? Li1_1 O1_31 C5_31 C4_31 124.1(15) . . . . ? C3_31 C4_31 C5_31 O1_31 39(2) . . . . ?