#------------------------------------------------------------------------------ #$Date: 2024-09-06 02:56:54 +0300 (Fri, 06 Sep 2024) $ #$Revision: 294490 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/20/1572075.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_1572075 loop_ _publ_author_name 'Wieprecht, Nele' 'Krummenacher, Ivo' 'Wüst, Leonie' 'Michel, Maximilian' 'Fuchs, Sonja' 'Nees, Samuel' 'Härterich, Marcel' 'Braunschweig, Holger' _publ_section_title ; The forgotten borole: synthesis, properties and reactivity of a 1-boraindene. ; _journal_issue 31 _journal_name_full 'Chemical science' _journal_page_first 12496 _journal_page_last 12501 _journal_paper_doi 10.1039/d4sc03817g _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'C32 H34 B O P' _chemical_formula_sum 'C32 H34 B O P' _chemical_formula_weight 476.37 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2023-05-09 _audit_creation_method 'CIF-fill 1.4d (K.Radacki, 2005-23)' _audit_update_record ; 2024-06-05 deposited with the CCDC. 2024-07-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.4270(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.3326(2) _cell_length_b 16.0720(2) _cell_length_c 13.3588(2) _cell_measurement_reflns_used 17839 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 74.9540 _cell_measurement_theta_min 4.5580 _cell_volume 2645.47(7) _computing_cell_refinement 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)' _computing_molecular_graphics 'ShelXLe (Huebschle et all, 2011)' _computing_publication_material 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)'' _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 0.999 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): -------------------------------------------------------------------------- 1 \w 41.00 75.00 0.50 0.10 -- 85.25-100.00 147.87 68 2 \w 53.00 91.00 0.50 0.10 -- 85.25-113.00-158.32 76 3 \w 53.00 82.00 0.50 0.10 -- 85.25-116.00-159.48 58 4 \w 37.00 63.00 0.50 0.10 -- 82.23-112.00 30.00 52 5 \w -126.00-101.00 0.50 0.10 -- -79.50-120.00 -97.83 50 6 \w -117.00 -85.00 0.50 0.10 -- -70.00 -54.00 13.87 64 7 \w 108.00 137.00 0.50 0.10 -- 85.25 36.00 70.41 58 8 \w 58.00 87.00 0.50 0.10 -- 85.25-119.00 175.31 58 9 \w -125.00 -99.00 0.50 0.10 -- -79.50-118.00 150.04 52 10 \w -100.00 -75.00 0.50 0.10 -- -50.00 -44.00 -30.01 50 11 \w 43.00 78.00 0.50 0.10 -- 85.25 -94.00-148.65 70 12 \w -115.00 -84.00 0.50 0.10 -- -66.00 -49.00 95.39 62 13 \w 49.00 75.00 0.50 0.10 -- 85.25-111.00 134.40 52 14 \w 104.00 130.00 0.50 0.10 -- 85.25 113.00-139.14 52 15 \w 48.00 92.00 0.50 0.10 -- 85.25 -94.00 -19.56 88 16 \w 42.00 87.00 0.50 0.10 -- 85.25-120.00 127.70 90 17 \w -126.00 -92.00 0.50 0.10 -- -79.50 -55.00 149.39 68 18 \w 52.00 97.00 0.50 0.10 -- 85.25-114.00 -69.72 90 19 \w -103.00 -68.00 0.50 0.10 -- -54.00 -49.00 156.87 70 20 \w 43.00 69.00 0.50 0.10 -- 85.25-102.00 63.33 52 21 \w 100.00 131.00 0.50 0.10 -- 85.25 125.00 33.51 62 22 \w -126.00-101.00 0.50 0.10 -- -79.50 -59.00 12.45 50 23 \w 60.00 90.00 0.50 0.10 -- 85.25 -98.00-115.40 60 24 \w 47.00 73.00 0.50 0.10 -- 82.23-112.00-180.00 52 25 \w 50.00 90.00 0.50 0.10 -- 85.25 -94.00 26.54 80 26 \w -123.00 -93.00 0.50 0.10 -- -79.50 -50.00-128.55 60 27 \w 44.00 92.00 0.50 0.10 -- 85.25 -95.00 -68.28 96 28 \w 47.00 78.00 0.50 0.10 -- 85.25 -89.00 41.11 62 29 \w -76.00 -42.00 0.50 0.10 -- -79.50 106.00 114.28 68 30 \w -126.00 -95.00 0.50 0.10 -- -79.50-129.00-170.28 62 31 \w 106.00 131.00 0.50 0.10 -- 85.25 61.00-151.84 50 32 \w 40.00 77.00 0.50 0.10 -- 85.25-139.00 129.36 74 33 \w 67.00 124.00 0.50 0.10 -- 85.25 18.00-118.03 114 34 \w 93.00 119.00 0.50 0.10 -- 85.25 22.00 -30.37 52 35 \w 46.00 71.00 0.50 0.10 -- 85.25-127.00 -15.24 50 36 \w 64.00 94.00 0.50 0.10 -- 85.25-133.00 -2.28 60 37 \w 97.00 122.00 0.50 0.10 -- 85.25 61.00 55.89 50 38 \w 84.00 111.00 0.50 0.10 -- 85.25 23.00 12.16 54 39 \w 46.00 71.00 0.50 0.10 -- 85.25 -77.00-176.38 50 40 \w 107.00 133.00 0.50 0.10 -- 82.23 15.00-180.00 52 41 \w 77.00 113.00 0.50 0.10 -- 64.91 39.00-130.82 72 ; _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 -0.0221704000 _diffrn_orient_matrix_UB_12 0.0505172000 _diffrn_orient_matrix_UB_13 0.0949945000 _diffrn_orient_matrix_UB_21 -0.1226784000 _diffrn_orient_matrix_UB_22 -0.0152561000 _diffrn_orient_matrix_UB_23 -0.0173848000 _diffrn_orient_matrix_UB_31 0.0092285000 _diffrn_orient_matrix_UB_32 -0.0800097000 _diffrn_orient_matrix_UB_33 0.0632794000 _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 0.0586 _diffrn_reflns_av_unetI/netI 0.0372 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 28954 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.343 _diffrn_reflns_theta_min 4.306 _diffrn_source 'rotating-anode X-ray tube' _diffrn_source_type 'PhotonJet-R X-ray Source' _exptl_absorpt_coefficient_mu 1.077 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.58106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.196 _exptl_crystal_description block _exptl_crystal_F_000 1016 _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_size_max 0.120 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.110 _refine_diff_density_max 0.337 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.048 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 350 _refine_ls_number_reflns 5420 _refine_ls_number_restraints 252 _refine_ls_restrained_S_all 1.054 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0440 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+1.2493P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1104 _refine_ls_wR_factor_ref 0.1140 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4716 _reflns_number_total 5420 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc03817g2.cif _cod_data_source_block 1-OPEt3 _cod_depositor_comments 'Adding full bibliography for 1572071--1572079.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 1572075 _shelx_shelxl_version_number 2018/3 _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 0.882 _shelx_estimated_absorpt_t_max 0.891 _shelx_res_file ; TITL MaMi162_NeWi_a.res in P2(1)/n MaMi162_NeWi_a.res created by SHELXL-2018/3 at 13:27:42 on 09-May-2023 REM Old TITL MaMi162_NeWi in P2(1)/n REM SHELXT solution in P2(1)/n: R1 0.129, Rweak 0.030, Alpha 0.031 REM 0.540 for 210 systematic absences, Orientation as input REM Formula found by SHELXT: C32 B O P CELL 1.54184 12.3326 16.0720 13.3588 90.000 92.427 90.000 ZERR 4.000 0.0002 0.0002 0.0002 0.000 0.001 0.000 LATT 1 SYMM 1/2-X, 1/2+Y, 1/2-Z SFAC C H B O P UNIT 128 136 4 4 4 TEMP -173 SIZE 0.11 0.12 0.12 L.S. 10 BOND $H LIST 4 ACTA CONF FMAP 2 PLAN 20 WGHT 0.050600 1.249300 FVAR 0.40546 0.40557 P001 5 0.904255 0.700991 0.729885 11.00000 0.02258 0.01998 = 0.01855 -0.00257 -0.00140 0.00203 O002 4 0.841210 0.655444 0.645779 11.00000 0.02117 0.02324 = 0.01993 -0.00340 -0.00031 0.00072 C003 1 0.644748 0.710068 0.607524 11.00000 0.02278 0.02037 = 0.01848 -0.00242 0.00027 -0.00106 C004 1 0.567479 0.715572 0.676812 11.00000 0.02586 0.02031 = 0.01945 -0.00041 0.00151 -0.00002 C005 1 0.665066 0.593814 0.729457 11.00000 0.02677 0.02221 = 0.01756 -0.00169 0.00066 -0.00288 C006 1 0.576965 0.645611 0.749543 11.00000 0.02842 0.02105 = 0.01729 -0.00087 0.00028 -0.00233 C007 1 0.722784 0.556341 0.543621 11.00000 0.02664 0.02040 = 0.01808 0.00068 0.00304 -0.00176 C008 1 0.708571 0.749063 0.439425 11.00000 0.02438 0.02326 = 0.02152 0.00108 0.00070 0.00052 AFIX 43 H008 2 0.718422 0.691568 0.426033 11.00000 -1.20000 AFIX 0 C009 1 0.682812 0.917211 0.476483 11.00000 0.02767 0.01926 = 0.02992 0.00233 0.00011 -0.00164 AFIX 43 H009 2 0.673785 0.974900 0.489200 11.00000 -1.20000 AFIX 0 C00B 1 0.632883 0.538891 0.479632 11.00000 0.03032 0.02673 = 0.02199 -0.00079 -0.00033 -0.00331 AFIX 43 H00B 2 0.569656 0.572288 0.483622 11.00000 -1.20000 AFIX 0 C00C 1 0.736187 0.807236 0.368239 11.00000 0.02600 0.02858 = 0.02064 0.00257 0.00319 -0.00242 AFIX 43 H00C 2 0.763018 0.789237 0.306234 11.00000 -1.20000 AFIX 0 C00D 1 0.666393 0.773347 0.530796 11.00000 0.01983 0.02117 = 0.01948 0.00223 -0.00164 -0.00178 C00E 1 0.724870 0.891351 0.387039 11.00000 0.02641 0.02728 = 0.02473 0.00754 0.00144 -0.00511 AFIX 43 H00E 2 0.745789 0.931158 0.338956 11.00000 -1.20000 AFIX 0 C00F 1 0.653798 0.859144 0.547618 11.00000 0.02537 0.02302 = 0.02106 -0.00157 0.00069 -0.00083 AFIX 43 H00F 2 0.625001 0.877677 0.608577 11.00000 -1.20000 AFIX 0 C00G 1 0.834254 0.790719 0.775059 11.00000 0.03210 0.02415 = 0.02297 -0.00337 -0.00156 0.00449 AFIX 23 H00A 2 0.808584 0.824753 0.717005 11.00000 -1.20000 H00D 2 0.769604 0.771912 0.810272 11.00000 -1.20000 AFIX 0 C00H 1 0.813523 0.505015 0.534283 11.00000 0.03015 0.02750 = 0.02589 -0.00444 0.00233 0.00131 AFIX 43 H00H 2 0.876570 0.515048 0.575861 11.00000 -1.20000 AFIX 0 C00I 1 1.029135 0.732959 0.677441 11.00000 0.02519 0.02894 = 0.02748 -0.00376 -0.00161 -0.00076 AFIX 23 H00G 2 1.068059 0.771011 0.724868 11.00000 -1.20000 H00I 2 1.075553 0.683495 0.668409 11.00000 -1.20000 AFIX 0 C00J 1 0.681535 0.523416 0.788521 11.00000 0.02813 0.02471 = 0.02531 -0.00073 0.00165 0.00264 AFIX 43 H00J 2 0.740142 0.487062 0.775905 11.00000 -1.20000 AFIX 0 C00K 1 0.507462 0.627915 0.825787 11.00000 0.03110 0.02631 = 0.02453 0.00205 0.00520 0.00321 AFIX 43 H00K 2 0.448081 0.663641 0.837953 11.00000 -1.20000 AFIX 0 C00L 1 0.934940 0.633213 0.834301 11.00000 0.03082 0.02629 = 0.02239 -0.00016 -0.00419 0.00191 AFIX 23 H00L 2 0.991120 0.659522 0.878985 11.00000 -1.20000 H00M 2 0.868931 0.625743 0.873005 11.00000 -1.20000 AFIX 0 C00M 1 0.525795 0.557352 0.884058 11.00000 0.03782 0.03074 = 0.02310 0.00601 0.01069 0.00111 AFIX 43 H00N 2 0.478510 0.544611 0.936248 11.00000 -1.20000 AFIX 0 C00N 1 0.633033 0.474077 0.410178 11.00000 0.04289 0.03341 = 0.02139 -0.00450 -0.00117 -0.01224 AFIX 43 H00O 2 0.570750 0.464075 0.367591 11.00000 -1.20000 AFIX 0 C00O 1 0.612673 0.505397 0.866533 11.00000 0.03762 0.02566 = 0.02392 0.00737 0.00183 0.00148 AFIX 43 H00P 2 0.625535 0.457678 0.907291 11.00000 -1.20000 AFIX 0 C00P 1 0.975418 0.548006 0.801224 11.00000 0.03538 0.02334 = 0.03470 0.00118 -0.00827 0.00326 AFIX 137 H00Q 2 0.991501 0.513357 0.860366 11.00000 -1.50000 H00R 2 1.041397 0.554999 0.763710 11.00000 -1.50000 H00S 2 0.919295 0.521059 0.758397 11.00000 -1.50000 AFIX 0 C00Q 1 0.904112 0.845421 0.846367 11.00000 0.04583 0.02736 = 0.02698 -0.00748 -0.00801 0.00537 AFIX 137 H00T 2 0.857902 0.886404 0.878234 11.00000 -1.50000 H00U 2 0.959059 0.874326 0.808468 11.00000 -1.50000 H00V 2 0.940004 0.810479 0.897954 11.00000 -1.50000 AFIX 0 C00S 1 0.814060 0.439669 0.465810 11.00000 0.04391 0.02820 = 0.03133 -0.00944 0.00872 0.00385 AFIX 43 H00W 2 0.876545 0.405441 0.461941 11.00000 -1.20000 AFIX 0 C00T 1 0.723848 0.424494 0.403438 11.00000 0.05454 0.02672 = 0.02392 -0.00922 0.00993 -0.00923 AFIX 43 H00X 2 0.724372 0.380262 0.356289 11.00000 -1.20000 AFIX 0 B00V 3 0.720141 0.627653 0.628985 11.00000 0.02097 0.02144 = 0.01870 0.00031 0.00060 -0.00009 C00W 1 1.010854 0.776820 0.576773 11.00000 0.03690 0.05176 = 0.03961 0.01579 0.00682 -0.00145 AFIX 137 H00Y 2 1.081105 0.789707 0.548815 11.00000 -1.50000 H00Z 2 0.970441 0.828512 0.586356 11.00000 -1.50000 H010 2 0.969281 0.740399 0.530525 11.00000 -1.50000 AFIX 66 SIMU 0.008 C1_1 > C6_2 RIGU 0.004 C1_1 > C6_2 RESI BENZ 1 PART 1 21 C1 1 0.486014 0.785572 0.689633 21.00000 0.02330 0.02250 = 0.03359 0.00848 0.00899 -0.00289 C2 1 0.402012 0.797996 0.618526 21.00000 0.02845 0.01400 = 0.03902 -0.00008 0.00809 0.00018 AFIX 43 H2 2 0.402359 0.769680 0.556117 21.00000 -1.20000 AFIX 65 C3 1 0.317501 0.851849 0.638732 21.00000 0.03114 0.01210 = 0.04724 -0.00002 0.00807 0.00221 AFIX 43 H3 2 0.260089 0.860340 0.590133 21.00000 -1.20000 AFIX 65 C4 1 0.316992 0.893279 0.730046 21.00000 0.03835 0.01797 = 0.04703 -0.00387 0.02111 0.00021 AFIX 43 H4 2 0.259233 0.930085 0.743856 21.00000 -1.20000 AFIX 65 C5 1 0.400994 0.880856 0.801155 21.00000 0.04583 0.01623 = 0.04361 -0.00651 0.02210 -0.00706 AFIX 43 H5 2 0.400646 0.909172 0.863564 21.00000 -1.20000 AFIX 65 C6 1 0.485505 0.827003 0.780950 21.00000 0.03424 0.01594 = 0.03518 -0.00091 0.01968 -0.00465 AFIX 43 H6 2 0.542917 0.818513 0.829549 21.00000 -1.20000 AFIX 66 PART 0 RESI 0 RESI BENZ 2 PART 2 -21 C1 1 0.474710 0.775124 0.685409 -21.00000 0.02688 0.00715 = 0.02714 0.00211 0.01003 -0.00318 C2 1 0.400900 0.784167 0.604591 -21.00000 0.02757 0.01708 = 0.03993 0.00157 0.00335 0.00174 AFIX 43 H2 2 0.410080 0.753301 0.544896 -21.00000 -1.20000 AFIX 65 C3 1 0.313659 0.838373 0.611116 -21.00000 0.02727 0.02540 = 0.04923 0.00226 0.00451 0.00302 AFIX 43 H3 2 0.263214 0.844553 0.555880 -21.00000 -1.20000 AFIX 65 C4 1 0.300228 0.883535 0.698459 -21.00000 0.03269 0.01722 = 0.05168 0.00043 0.01453 0.00045 AFIX 43 H4 2 0.240603 0.920583 0.702918 -21.00000 -1.20000 AFIX 65 C5 1 0.374037 0.874492 0.779278 -21.00000 0.03969 0.02012 = 0.04215 -0.00329 0.01728 -0.00345 AFIX 43 H5 2 0.364856 0.905359 0.838973 -21.00000 -1.20000 AFIX 65 C6 1 0.461278 0.820287 0.772755 -21.00000 0.03122 0.02030 = 0.03627 -0.00029 0.01184 -0.00568 AFIX 43 H6 2 0.511723 0.814106 0.827991 -21.00000 -1.20000 PART 0 RESI 0 AFIX 0 HKLF 4 REM MaMi162_NeWi_a.res in P2(1)/n REM wR2 = 0.113958, GooF = S = 1.06877, Restrained GooF = 1.05398 for all data REM R1 = 0.044007 for 4716 Fo > 4sig(Fo) and 0.050562 for all 5420 data REM 350 parameters refined using 252 restraints END WGHT 0.0516 1.3146 REM Highest difference peak 0.337, deepest hole -0.439, 1-sigma level 0.048 Q1 1 0.4999 0.7600 0.6810 11.00000 0.05 0.34 Q2 1 0.8963 0.6590 0.7929 11.00000 0.05 0.31 Q3 1 0.9737 0.7143 0.7032 11.00000 0.05 0.28 Q4 1 0.6799 0.6747 0.6205 11.00000 0.05 0.27 Q5 1 0.7209 0.7627 0.5073 11.00000 0.05 0.26 Q6 1 0.8615 0.7578 0.7367 11.00000 0.05 0.25 Q7 1 0.6216 0.6181 0.7393 11.00000 0.05 0.25 Q8 1 0.7666 0.7910 0.4333 11.00000 0.05 0.25 Q9 1 0.6401 0.8123 0.5443 11.00000 0.05 0.24 Q10 1 0.6959 0.5729 0.7648 11.00000 0.05 0.24 Q11 1 0.8639 0.7019 0.6392 11.00000 0.05 0.22 Q12 1 0.7157 0.5916 0.5833 11.00000 0.05 0.22 Q13 1 0.9332 0.7791 0.5371 11.00000 0.05 0.21 Q14 1 0.7352 0.6780 0.5732 11.00000 0.05 0.21 Q15 1 0.3479 0.9026 0.7850 11.00000 0.05 0.20 Q16 1 0.9555 0.6993 0.8189 11.00000 0.05 0.19 Q17 1 0.5861 0.7648 0.6418 11.00000 0.05 0.19 Q18 1 0.6911 0.6051 0.6863 11.00000 0.05 0.19 Q19 1 0.4471 0.8821 0.8563 11.00000 0.05 0.19 Q20 1 0.6031 0.8920 0.5159 11.00000 0.05 0.18 ; _shelx_res_checksum 59131 loop_ _space_group_symop_operation_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' 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 P001 P 0.90425(3) 0.70099(2) 0.72988(3) 0.02043(11) Uani 1 1 d . . . . . O002 O 0.84121(8) 0.65544(7) 0.64578(8) 0.0215(2) Uani 1 1 d . . . . . C003 C 0.64475(13) 0.71007(9) 0.60752(11) 0.0206(3) Uani 1 1 d . . . . . C004 C 0.56748(13) 0.71557(9) 0.67681(11) 0.0219(3) Uani 1 1 d . . . . . C005 C 0.66507(13) 0.59381(10) 0.72946(11) 0.0222(3) Uani 1 1 d . . . . . C006 C 0.57696(13) 0.64561(10) 0.74954(11) 0.0223(3) Uani 1 1 d . . . . . C007 C 0.72278(13) 0.55634(9) 0.54362(11) 0.0217(3) Uani 1 1 d . . . . . C008 C 0.70857(13) 0.74906(10) 0.43943(12) 0.0231(3) Uani 1 1 d . . . . . H008 H 0.718422 0.691568 0.426033 0.028 Uiso 1 1 calc R U . . . C009 C 0.68281(13) 0.91721(10) 0.47648(13) 0.0257(3) Uani 1 1 d . . . . . H009 H 0.673785 0.974900 0.489200 0.031 Uiso 1 1 calc R U . . . C00B C 0.63288(14) 0.53889(11) 0.47963(12) 0.0264(3) Uani 1 1 d . . . . . H00B H 0.569656 0.572288 0.483622 0.032 Uiso 1 1 calc R U . . . C00C C 0.73619(13) 0.80724(10) 0.36824(12) 0.0250(3) Uani 1 1 d . . . . . H00C H 0.763018 0.789237 0.306234 0.030 Uiso 1 1 calc R U . . . C00D C 0.66639(12) 0.77335(9) 0.53080(11) 0.0202(3) Uani 1 1 d . . . . . C00E C 0.72487(13) 0.89135(10) 0.38704(12) 0.0261(3) Uani 1 1 d . . . . . H00E H 0.745789 0.931158 0.338956 0.031 Uiso 1 1 calc R U . . . C00F C 0.65380(13) 0.85914(10) 0.54762(12) 0.0232(3) Uani 1 1 d . . . . . H00F H 0.625001 0.877677 0.608577 0.028 Uiso 1 1 calc R U . . . C00G C 0.83425(14) 0.79072(10) 0.77506(12) 0.0265(3) Uani 1 1 d . . . . . H00A H 0.808584 0.824753 0.717005 0.032 Uiso 1 1 calc R U . . . H00D H 0.769604 0.771912 0.810272 0.032 Uiso 1 1 calc R U . . . C00H C 0.81352(14) 0.50502(10) 0.53428(13) 0.0278(4) Uani 1 1 d . . . . . H00H H 0.876570 0.515048 0.575861 0.033 Uiso 1 1 calc R U . . . C00I C 1.02914(13) 0.73296(11) 0.67744(12) 0.0273(4) Uani 1 1 d . . . . . H00G H 1.068059 0.771011 0.724868 0.033 Uiso 1 1 calc R U . . . H00I H 1.075553 0.683495 0.668409 0.033 Uiso 1 1 calc R U . . . C00J C 0.68154(13) 0.52342(10) 0.78852(12) 0.0260(3) Uani 1 1 d . . . . . H00J H 0.740142 0.487062 0.775905 0.031 Uiso 1 1 calc R U . . . C00K C 0.50746(14) 0.62791(10) 0.82579(12) 0.0272(4) Uani 1 1 d . . . . . H00K H 0.448081 0.663641 0.837953 0.033 Uiso 1 1 calc R U . . . C00L C 0.93494(14) 0.63321(10) 0.83430(12) 0.0266(3) Uani 1 1 d . . . . . H00L H 0.991120 0.659522 0.878985 0.032 Uiso 1 1 calc R U . . . H00M H 0.868931 0.625743 0.873005 0.032 Uiso 1 1 calc R U . . . C00M C 0.52580(15) 0.55735(11) 0.88406(13) 0.0303(4) Uani 1 1 d . . . . . H00N H 0.478510 0.544611 0.936248 0.036 Uiso 1 1 calc R U . . . C00N C 0.63303(16) 0.47408(11) 0.41018(13) 0.0326(4) Uani 1 1 d . . . . . H00O H 0.570750 0.464075 0.367591 0.039 Uiso 1 1 calc R U . . . C00O C 0.61267(15) 0.50540(11) 0.86653(13) 0.0291(4) Uani 1 1 d . . . . . H00P H 0.625535 0.457678 0.907291 0.035 Uiso 1 1 calc R U . . . C00P C 0.97542(15) 0.54801(11) 0.80122(14) 0.0314(4) Uani 1 1 d . . . . . H00Q H 0.991501 0.513357 0.860366 0.047 Uiso 1 1 calc R U . . . H00R H 1.041397 0.554999 0.763710 0.047 Uiso 1 1 calc R U . . . H00S H 0.919295 0.521059 0.758397 0.047 Uiso 1 1 calc R U . . . C00Q C 0.90411(16) 0.84542(11) 0.84637(13) 0.0337(4) Uani 1 1 d . . . . . H00T H 0.857902 0.886404 0.878234 0.050 Uiso 1 1 calc R U . . . H00U H 0.959059 0.874326 0.808468 0.050 Uiso 1 1 calc R U . . . H00V H 0.940004 0.810479 0.897954 0.050 Uiso 1 1 calc R U . . . C00S C 0.81406(16) 0.43967(11) 0.46581(14) 0.0343(4) Uani 1 1 d . . . . . H00W H 0.876545 0.405441 0.461941 0.041 Uiso 1 1 calc R U . . . C00T C 0.72385(17) 0.42449(11) 0.40344(13) 0.0348(4) Uani 1 1 d . . . . . H00X H 0.724372 0.380262 0.356289 0.042 Uiso 1 1 calc R U . . . B00V B 0.72014(14) 0.62765(11) 0.62898(13) 0.0204(3) Uani 1 1 d . . . . . C00W C 1.01085(17) 0.77682(14) 0.57677(15) 0.0426(5) Uani 1 1 d . . . . . H00Y H 1.081105 0.789707 0.548815 0.064 Uiso 1 1 calc R U . . . H00Z H 0.970441 0.828512 0.586356 0.064 Uiso 1 1 calc R U . . . H010 H 0.969281 0.740399 0.530525 0.064 Uiso 1 1 calc R U . . . C1_1 C 0.4860(8) 0.7856(7) 0.6896(8) 0.0262(16) Uani 0.41(2) 1 d G U P A 1 C2_1 C 0.4020(9) 0.7980(7) 0.6185(7) 0.0270(13) Uani 0.41(2) 1 d G U P A 1 H2_1 H 0.402359 0.769680 0.556117 0.032 Uiso 0.41(2) 1 calc R U P A 1 C3_1 C 0.3175(8) 0.8518(6) 0.6387(8) 0.0300(14) Uani 0.41(2) 1 d G U P A 1 H3_1 H 0.260089 0.860340 0.590133 0.036 Uiso 0.41(2) 1 calc R U P A 1 C4_1 C 0.3170(7) 0.8933(5) 0.7300(9) 0.0339(15) Uani 0.41(2) 1 d G U P A 1 H4_1 H 0.259233 0.930085 0.743856 0.041 Uiso 0.41(2) 1 calc R U P A 1 C5_1 C 0.4010(9) 0.8809(6) 0.8012(7) 0.0347(14) Uani 0.41(2) 1 d G U P A 1 H5_1 H 0.400646 0.909172 0.863564 0.042 Uiso 0.41(2) 1 calc R U P A 1 C6_1 C 0.4855(9) 0.8270(7) 0.7809(7) 0.0279(13) Uani 0.41(2) 1 d G U P A 1 H6_1 H 0.542917 0.818513 0.829549 0.034 Uiso 0.41(2) 1 calc R U P A 1 C1_2 C 0.4747(5) 0.7751(5) 0.6854(6) 0.0201(9) Uani 0.59(2) 1 d G U P A 2 C2_2 C 0.4009(6) 0.7842(5) 0.6046(5) 0.0281(10) Uani 0.59(2) 1 d G U P A 2 H2_2 H 0.410080 0.753301 0.544896 0.034 Uiso 0.59(2) 1 calc R U P A 2 C3_2 C 0.3137(5) 0.8384(5) 0.6111(6) 0.0339(11) Uani 0.59(2) 1 d G U P A 2 H3_2 H 0.263214 0.844553 0.555880 0.041 Uiso 0.59(2) 1 calc R U P A 2 C4_2 C 0.3002(5) 0.8835(4) 0.6985(7) 0.0335(13) Uani 0.59(2) 1 d G U P A 2 H4_2 H 0.240603 0.920583 0.702918 0.040 Uiso 0.59(2) 1 calc R U P A 2 C5_2 C 0.3740(6) 0.8745(4) 0.7793(6) 0.0335(12) Uani 0.59(2) 1 d G U P A 2 H5_2 H 0.364856 0.905359 0.838973 0.040 Uiso 0.59(2) 1 calc R U P A 2 C6_2 C 0.4613(6) 0.8203(4) 0.7728(5) 0.0290(11) Uani 0.59(2) 1 d G U P A 2 H6_2 H 0.511723 0.814106 0.827991 0.035 Uiso 0.59(2) 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 P001 0.0226(2) 0.0200(2) 0.0185(2) -0.00257(14) -0.00140(14) 0.00203(14) O002 0.0212(5) 0.0232(5) 0.0199(5) -0.0034(4) -0.0003(4) 0.0007(4) C003 0.0228(7) 0.0204(7) 0.0185(7) -0.0024(6) 0.0003(6) -0.0011(6) C004 0.0259(8) 0.0203(7) 0.0194(7) -0.0004(6) 0.0015(6) 0.0000(6) C005 0.0268(8) 0.0222(7) 0.0176(7) -0.0017(6) 0.0007(6) -0.0029(6) C006 0.0284(8) 0.0211(7) 0.0173(7) -0.0009(6) 0.0003(6) -0.0023(6) C007 0.0266(8) 0.0204(7) 0.0181(7) 0.0007(6) 0.0030(6) -0.0018(6) C008 0.0244(8) 0.0233(8) 0.0215(8) 0.0011(6) 0.0007(6) 0.0005(6) C009 0.0277(8) 0.0193(7) 0.0299(9) 0.0023(6) 0.0001(6) -0.0016(6) C00B 0.0303(8) 0.0267(8) 0.0220(8) -0.0008(6) -0.0003(6) -0.0033(7) C00C 0.0260(8) 0.0286(8) 0.0206(8) 0.0026(6) 0.0032(6) -0.0024(6) C00D 0.0198(7) 0.0212(7) 0.0195(7) 0.0022(6) -0.0016(6) -0.0018(6) C00E 0.0264(8) 0.0273(8) 0.0247(8) 0.0075(7) 0.0014(6) -0.0051(6) C00F 0.0254(8) 0.0230(8) 0.0211(8) -0.0016(6) 0.0007(6) -0.0008(6) C00G 0.0321(9) 0.0241(8) 0.0230(8) -0.0034(6) -0.0016(6) 0.0045(7) C00H 0.0302(9) 0.0275(8) 0.0259(8) -0.0044(7) 0.0023(7) 0.0013(7) C00I 0.0252(8) 0.0289(8) 0.0275(9) -0.0038(7) -0.0016(6) -0.0008(7) C00J 0.0281(8) 0.0247(8) 0.0253(8) -0.0007(6) 0.0016(6) 0.0026(6) C00K 0.0311(8) 0.0263(8) 0.0245(8) 0.0020(7) 0.0052(7) 0.0032(7) C00L 0.0308(8) 0.0263(8) 0.0224(8) -0.0002(6) -0.0042(6) 0.0019(7) C00M 0.0378(9) 0.0307(9) 0.0231(8) 0.0060(7) 0.0107(7) 0.0011(7) C00N 0.0429(10) 0.0334(9) 0.0214(8) -0.0045(7) -0.0012(7) -0.0122(8) C00O 0.0376(9) 0.0257(8) 0.0239(8) 0.0074(7) 0.0018(7) 0.0015(7) C00P 0.0354(9) 0.0233(8) 0.0347(9) 0.0012(7) -0.0083(7) 0.0033(7) C00Q 0.0458(11) 0.0274(9) 0.0270(9) -0.0075(7) -0.0080(8) 0.0054(8) C00S 0.0439(11) 0.0282(9) 0.0313(9) -0.0094(7) 0.0087(8) 0.0038(8) C00T 0.0545(12) 0.0267(9) 0.0239(9) -0.0092(7) 0.0099(8) -0.0092(8) B00V 0.0210(8) 0.0214(8) 0.0187(8) 0.0003(7) 0.0006(6) -0.0001(6) C00W 0.0369(10) 0.0518(12) 0.0396(11) 0.0158(9) 0.0068(8) -0.0014(9) C1_1 0.023(2) 0.022(3) 0.034(3) 0.008(2) 0.009(2) -0.003(2) C2_1 0.028(2) 0.014(3) 0.039(3) 0.000(2) 0.008(2) 0.000(2) C3_1 0.031(2) 0.012(3) 0.047(3) 0.000(3) 0.008(3) 0.0022(19) C4_1 0.038(3) 0.018(2) 0.047(4) -0.004(2) 0.021(3) 0.000(2) C5_1 0.046(3) 0.016(2) 0.044(3) -0.007(2) 0.022(2) -0.007(2) C6_1 0.034(3) 0.016(2) 0.035(2) -0.0009(19) 0.020(2) -0.005(2) C1_2 0.0269(19) 0.0072(15) 0.0271(17) 0.0021(13) 0.0100(15) -0.0032(14) C2_2 0.0276(16) 0.017(2) 0.040(2) 0.0016(15) 0.0033(15) 0.0017(15) C3_2 0.0273(16) 0.025(2) 0.049(3) 0.002(2) 0.0045(19) 0.0030(16) C4_2 0.0327(18) 0.0172(19) 0.052(3) 0.000(2) 0.015(2) 0.0005(15) C5_2 0.040(3) 0.0201(18) 0.042(3) -0.0033(18) 0.017(2) -0.0034(18) C6_2 0.031(2) 0.0203(18) 0.0363(19) -0.0003(15) 0.0118(17) -0.0057(18) 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 '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 0 1 0.0542 0 0 -1 0.0608 0 1 0 0.0727 0 -1 0 0.0443 0 1 1 0.0599 0 1 -1 0.0603 0 1 2 0.0561 1 2 1 0.0621 -1 -2 -1 0.0534 1 2 0 0.0598 2 2 1 0.0725 -1 -2 0 0.0610 -1 2 -2 0.0546 1 -2 2 0.0566 1 1 0 0.0664 -1 1 -1 0.0483 2 0 1 0.0800 1 -1 1 0.0639 -2 1 2 0.0404 1 2 -1 0.0585 2 -1 -1 0.0656 -2 0 1 0.0455 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 O002 P001 C00I 105.60(7) . . ? O002 P001 C00L 111.38(7) . . ? C00I P001 C00L 108.70(8) . . ? O002 P001 C00G 113.26(7) . . ? C00I P001 C00G 109.49(8) . . ? C00L P001 C00G 108.29(8) . . ? P001 O002 B00V 134.06(10) . . ? C004 C003 C00D 125.49(14) . . ? C004 C003 B00V 110.05(13) . . ? C00D C003 B00V 124.13(13) . . ? C003 C004 C006 110.95(14) . . ? C003 C004 C1_2 130.8(3) . . ? C006 C004 C1_2 118.1(3) . . ? C003 C004 C1_1 127.6(5) . . ? C006 C004 C1_1 121.3(5) . . ? C00J C005 C006 118.04(14) . . ? C00J C005 B00V 133.32(14) . . ? C006 C005 B00V 108.28(13) . . ? C00K C006 C005 121.72(15) . . ? C00K C006 C004 126.89(15) . . ? C005 C006 C004 111.32(13) . . ? C00B C007 C00H 116.30(15) . . ? C00B C007 B00V 122.23(14) . . ? C00H C007 B00V 121.34(14) . . ? C00C C008 C00D 121.35(15) . . ? C00C C008 H008 119.3 . . ? C00D C008 H008 119.3 . . ? C00E C009 C00F 120.31(15) . . ? C00E C009 H009 119.8 . . ? C00F C009 H009 119.8 . . ? C00N C00B C007 122.18(16) . . ? C00N C00B H00B 118.9 . . ? C007 C00B H00B 118.9 . . ? C00E C00C C008 120.33(15) . . ? C00E C00C H00C 119.8 . . ? C008 C00C H00C 119.8 . . ? C008 C00D C00F 117.35(14) . . ? C008 C00D C003 119.82(14) . . ? C00F C00D C003 122.68(14) . . ? C00C C00E C009 119.59(15) . . ? C00C C00E H00E 120.2 . . ? C009 C00E H00E 120.2 . . ? C009 C00F C00D 121.05(15) . . ? C009 C00F H00F 119.5 . . ? C00D C00F H00F 119.5 . . ? C00Q C00G P001 113.77(12) . . ? C00Q C00G H00A 108.8 . . ? P001 C00G H00A 108.8 . . ? C00Q C00G H00D 108.8 . . ? P001 C00G H00D 108.8 . . ? H00A C00G H00D 107.7 . . ? C00S C00H C007 121.92(17) . . ? C00S C00H H00H 119.0 . . ? C007 C00H H00H 119.0 . . ? C00W C00I P001 112.28(12) . . ? C00W C00I H00G 109.1 . . ? P001 C00I H00G 109.1 . . ? C00W C00I H00I 109.1 . . ? P001 C00I H00I 109.1 . . ? H00G C00I H00I 107.9 . . ? C005 C00J C00O 120.78(15) . . ? C005 C00J H00J 119.6 . . ? C00O C00J H00J 119.6 . . ? C006 C00K C00M 119.19(16) . . ? C006 C00K H00K 120.4 . . ? C00M C00K H00K 120.4 . . ? C00P C00L P001 112.28(12) . . ? C00P C00L H00L 109.1 . . ? P001 C00L H00L 109.1 . . ? C00P C00L H00M 109.1 . . ? P001 C00L H00M 109.1 . . ? H00L C00L H00M 107.9 . . ? C00O C00M C00K 120.40(15) . . ? C00O C00M H00N 119.8 . . ? C00K C00M H00N 119.8 . . ? C00T C00N C00B 119.89(17) . . ? C00T C00N H00O 120.1 . . ? C00B C00N H00O 120.1 . . ? C00M C00O C00J 119.86(15) . . ? C00M C00O H00P 120.1 . . ? C00J C00O H00P 120.1 . . ? C00L C00P H00Q 109.5 . . ? C00L C00P H00R 109.5 . . ? H00Q C00P H00R 109.5 . . ? C00L C00P H00S 109.5 . . ? H00Q C00P H00S 109.5 . . ? H00R C00P H00S 109.5 . . ? C00G C00Q H00T 109.5 . . ? C00G C00Q H00U 109.5 . . ? H00T C00Q H00U 109.5 . . ? C00G C00Q H00V 109.5 . . ? H00T C00Q H00V 109.5 . . ? H00U C00Q H00V 109.5 . . ? C00T C00S C00H 120.16(17) . . ? C00T C00S H00W 119.9 . . ? C00H C00S H00W 119.9 . . ? C00N C00T C00S 119.54(16) . . ? C00N C00T H00X 120.2 . . ? C00S C00T H00X 120.2 . . ? O002 B00V C007 104.80(12) . . ? O002 B00V C005 114.01(12) . . ? C007 B00V C005 111.53(13) . . ? O002 B00V C003 109.00(12) . . ? C007 B00V C003 118.56(13) . . ? C005 B00V C003 99.29(12) . . ? C00I C00W H00Y 109.5 . . ? C00I C00W H00Z 109.5 . . ? H00Y C00W H00Z 109.5 . . ? C00I C00W H010 109.5 . . ? H00Y C00W H010 109.5 . . ? H00Z C00W H010 109.5 . . ? C2_1 C1_1 C6_1 120.0 . . ? C2_1 C1_1 C004 120.4(6) . . ? C6_1 C1_1 C004 118.7(6) . . ? C1_1 C2_1 C3_1 120.0 . . ? C1_1 C2_1 H2_1 120.0 . . ? C3_1 C2_1 H2_1 120.0 . . ? C4_1 C3_1 C2_1 120.0 . . ? C4_1 C3_1 H3_1 120.0 . . ? C2_1 C3_1 H3_1 120.0 . . ? C5_1 C4_1 C3_1 120.0 . . ? C5_1 C4_1 H4_1 120.0 . . ? C3_1 C4_1 H4_1 120.0 . . ? C4_1 C5_1 C6_1 120.0 . . ? C4_1 C5_1 H5_1 120.0 . . ? C6_1 C5_1 H5_1 120.0 . . ? C5_1 C6_1 C1_1 120.0 . . ? C5_1 C6_1 H6_1 120.0 . . ? C1_1 C6_1 H6_1 120.0 . . ? C2_2 C1_2 C6_2 120.0 . . ? C2_2 C1_2 C004 118.9(4) . . ? C6_2 C1_2 C004 121.1(4) . . ? C3_2 C2_2 C1_2 120.0 . . ? C3_2 C2_2 H2_2 120.0 . . ? C1_2 C2_2 H2_2 120.0 . . ? C4_2 C3_2 C2_2 120.0 . . ? C4_2 C3_2 H3_2 120.0 . . ? C2_2 C3_2 H3_2 120.0 . . ? C3_2 C4_2 C5_2 120.0 . . ? C3_2 C4_2 H4_2 120.0 . . ? C5_2 C4_2 H4_2 120.0 . . ? C4_2 C5_2 C6_2 120.0 . . ? C4_2 C5_2 H5_2 120.0 . . ? C6_2 C5_2 H5_2 120.0 . . ? C5_2 C6_2 C1_2 120.0 . . ? C5_2 C6_2 H6_2 120.0 . . ? C1_2 C6_2 H6_2 120.0 . . ? 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 P001 O002 1.5260(11) . ? P001 C00I 1.7939(17) . ? P001 C00L 1.7975(16) . ? P001 C00G 1.7981(16) . ? O002 B00V 1.566(2) . ? C003 C004 1.359(2) . ? C003 C00D 1.476(2) . ? C003 B00V 1.637(2) . ? C004 C006 1.487(2) . ? C004 C1_2 1.500(5) . ? C004 C1_1 1.523(8) . ? C005 C00J 1.389(2) . ? C005 C006 1.404(2) . ? C005 B00V 1.624(2) . ? C006 C00K 1.388(2) . ? C007 C00B 1.399(2) . ? C007 C00H 1.400(2) . ? C007 B00V 1.618(2) . ? C008 C00C 1.386(2) . ? C008 C00D 1.402(2) . ? C008 H008 0.9500 . ? C009 C00E 1.386(2) . ? C009 C00F 1.390(2) . ? C009 H009 0.9500 . ? C00B C00N 1.395(2) . ? C00B H00B 0.9500 . ? C00C C00E 1.383(2) . ? C00C H00C 0.9500 . ? C00D C00F 1.407(2) . ? C00E H00E 0.9500 . ? C00F H00F 0.9500 . ? C00G C00Q 1.534(2) . ? C00G H00A 0.9900 . ? C00G H00D 0.9900 . ? C00H C00S 1.393(2) . ? C00H H00H 0.9500 . ? C00I C00W 1.527(2) . ? C00I H00G 0.9900 . ? C00I H00I 0.9900 . ? C00J C00O 1.402(2) . ? C00J H00J 0.9500 . ? C00K C00M 1.389(2) . ? C00K H00K 0.9500 . ? C00L C00P 1.529(2) . ? C00L H00L 0.9900 . ? C00L H00M 0.9900 . ? C00M C00O 1.386(2) . ? C00M H00N 0.9500 . ? C00N C00T 1.381(3) . ? C00N H00O 0.9500 . ? C00O H00P 0.9500 . ? C00P H00Q 0.9800 . ? C00P H00R 0.9800 . ? C00P H00S 0.9800 . ? C00Q H00T 0.9800 . ? C00Q H00U 0.9800 . ? C00Q H00V 0.9800 . ? C00S C00T 1.383(3) . ? C00S H00W 0.9500 . ? C00T H00X 0.9500 . ? C00W H00Y 0.9800 . ? C00W H00Z 0.9800 . ? C00W H010 0.9800 . ? C1_1 C2_1 1.3900 . ? C1_1 C6_1 1.3900 . ? C2_1 C3_1 1.3900 . ? C2_1 H2_1 0.9500 . ? C3_1 C4_1 1.3900 . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.3900 . ? C4_1 H4_1 0.9500 . ? C5_1 C6_1 1.3900 . ? C5_1 H5_1 0.9500 . ? C6_1 H6_1 0.9500 . ? C1_2 C2_2 1.3900 . ? C1_2 C6_2 1.3900 . ? C2_2 C3_2 1.3900 . ? C2_2 H2_2 0.9500 . ? C3_2 C4_2 1.3900 . ? C3_2 H3_2 0.9500 . ? C4_2 C5_2 1.3900 . ? C4_2 H4_2 0.9500 . ? C5_2 C6_2 1.3900 . ? C5_2 H5_2 0.9500 . ? C6_2 H6_2 0.9500 . ? 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 C00I P001 O002 B00V -164.87(13) . . . . ? C00L P001 O002 B00V 77.30(15) . . . . ? C00G P001 O002 B00V -45.06(15) . . . . ? C00D C003 C004 C006 -173.30(14) . . . . ? B00V C003 C004 C006 0.35(18) . . . . ? C00D C003 C004 C1_2 11.4(5) . . . . ? B00V C003 C004 C1_2 -174.9(4) . . . . ? C00D C003 C004 C1_1 1.3(6) . . . . ? B00V C003 C004 C1_1 175.0(6) . . . . ? C00J C005 C006 C00K -0.1(2) . . . . ? B00V C005 C006 C00K 173.99(15) . . . . ? C00J C005 C006 C004 -177.19(14) . . . . ? B00V C005 C006 C004 -3.12(17) . . . . ? C003 C004 C006 C00K -175.10(16) . . . . ? C1_2 C004 C006 C00K 0.8(4) . . . . ? C1_1 C004 C006 C00K 9.9(6) . . . . ? C003 C004 C006 C005 1.82(19) . . . . ? C1_2 C004 C006 C005 177.8(4) . . . . ? C1_1 C004 C006 C005 -173.2(5) . . . . ? C00H C007 C00B C00N 0.0(2) . . . . ? B00V C007 C00B C00N -176.01(15) . . . . ? C00D C008 C00C C00E 1.5(2) . . . . ? C00C C008 C00D C00F -0.4(2) . . . . ? C00C C008 C00D C003 -175.94(15) . . . . ? C004 C003 C00D C008 -151.16(16) . . . . ? B00V C003 C00D C008 36.0(2) . . . . ? C004 C003 C00D C00F 33.5(2) . . . . ? B00V C003 C00D C00F -139.29(16) . . . . ? C008 C00C C00E C009 -1.8(2) . . . . ? C00F C009 C00E C00C 1.0(2) . . . . ? C00E C009 C00F C00D 0.1(2) . . . . ? C008 C00D C00F C009 -0.4(2) . . . . ? C003 C00D C00F C009 175.04(15) . . . . ? O002 P001 C00G C00Q -170.08(12) . . . . ? C00I P001 C00G C00Q -52.51(15) . . . . ? C00L P001 C00G C00Q 65.86(15) . . . . ? C00B C007 C00H C00S -0.6(2) . . . . ? B00V C007 C00H C00S 175.44(15) . . . . ? O002 P001 C00I C00W 49.35(15) . . . . ? C00L P001 C00I C00W 168.96(13) . . . . ? C00G P001 C00I C00W -72.92(15) . . . . ? C006 C005 C00J C00O -0.7(2) . . . . ? B00V C005 C00J C00O -172.93(16) . . . . ? C005 C006 C00K C00M 0.3(3) . . . . ? C004 C006 C00K C00M 176.94(16) . . . . ? O002 P001 C00L C00P 44.16(14) . . . . ? C00I P001 C00L C00P -71.78(14) . . . . ? C00G P001 C00L C00P 169.34(12) . . . . ? C006 C00K C00M C00O 0.2(3) . . . . ? C007 C00B C00N C00T 0.3(3) . . . . ? C00K C00M C00O C00J -1.0(3) . . . . ? C005 C00J C00O C00M 1.2(3) . . . . ? C007 C00H C00S C00T 0.9(3) . . . . ? C00B C00N C00T C00S 0.0(3) . . . . ? C00H C00S C00T C00N -0.6(3) . . . . ? P001 O002 B00V C007 -160.81(11) . . . . ? P001 O002 B00V C005 -38.58(19) . . . . ? P001 O002 B00V C003 71.31(17) . . . . ? C00B C007 B00V O002 -153.93(14) . . . . ? C00H C007 B00V O002 30.27(19) . . . . ? C00B C007 B00V C005 82.24(18) . . . . ? C00H C007 B00V C005 -93.56(17) . . . . ? C00B C007 B00V C003 -32.1(2) . . . . ? C00H C007 B00V C003 152.09(15) . . . . ? C00J C005 B00V O002 -68.5(2) . . . . ? C006 C005 B00V O002 118.74(14) . . . . ? C00J C005 B00V C007 50.0(2) . . . . ? C006 C005 B00V C007 -122.81(14) . . . . ? C00J C005 B00V C003 175.81(17) . . . . ? C006 C005 B00V C003 3.02(15) . . . . ? C004 C003 B00V O002 -121.51(14) . . . . ? C00D C003 B00V O002 52.26(18) . . . . ? C004 C003 B00V C007 118.82(15) . . . . ? C00D C003 B00V C007 -67.4(2) . . . . ? C004 C003 B00V C005 -2.00(16) . . . . ? C00D C003 B00V C005 171.76(14) . . . . ? C003 C004 C1_1 C2_1 69.4(7) . . . . ? C006 C004 C1_1 C2_1 -116.4(5) . . . . ? C003 C004 C1_1 C6_1 -121.7(5) . . . . ? C006 C004 C1_1 C6_1 52.4(7) . . . . ? C6_1 C1_1 C2_1 C3_1 0.0 . . . . ? C004 C1_1 C2_1 C3_1 168.7(9) . . . . ? C1_1 C2_1 C3_1 C4_1 0.0 . . . . ? C2_1 C3_1 C4_1 C5_1 0.0 . . . . ? C3_1 C4_1 C5_1 C6_1 0.0 . . . . ? C4_1 C5_1 C6_1 C1_1 0.0 . . . . ? C2_1 C1_1 C6_1 C5_1 0.0 . . . . ? C004 C1_1 C6_1 C5_1 -168.9(9) . . . . ? C003 C004 C1_2 C2_2 54.7(6) . . . . ? C006 C004 C1_2 C2_2 -120.3(3) . . . . ? C003 C004 C1_2 C6_2 -125.9(4) . . . . ? C006 C004 C1_2 C6_2 59.1(5) . . . . ? C6_2 C1_2 C2_2 C3_2 0.0 . . . . ? C004 C1_2 C2_2 C3_2 179.4(6) . . . . ? C1_2 C2_2 C3_2 C4_2 0.0 . . . . ? C2_2 C3_2 C4_2 C5_2 0.0 . . . . ? C3_2 C4_2 C5_2 C6_2 0.0 . . . . ? C4_2 C5_2 C6_2 C1_2 0.0 . . . . ? C2_2 C1_2 C6_2 C5_2 0.0 . . . . ? C004 C1_2 C6_2 C5_2 -179.4(6) . . . . ?