#------------------------------------------------------------------------------ #$Date: 2019-03-22 01:32:17 +0200 (Fri, 22 Mar 2019) $ #$Revision: 214277 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/07/1550773.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_1550773 loop_ _publ_author_name 'Lin, Shengjia' 'Wang, Lucia' 'Aminoleslami, Negin' 'Lao, Yanting' 'Yagel, Chelsea' 'Sharma, Abhishek' _publ_section_title ; A Modular and Concise Approach to MIDA Acylboronates via Chemoselective Oxidation of Unsymmetrical Geminal Diborylalkanes: Unlocking Access to a Novel Class of Acylborons ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C9SC00378A _journal_year 2019 _chemical_formula_moiety 'C14 H22 B N O5' _chemical_formula_sum 'C14 H22 B N O5' _chemical_formula_weight 295.13 _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' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2018-08-29 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2018-11-21 deposited with the CCDC. 2019-03-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 110.597(5) _cell_angle_gamma 90 _cell_formula_units_Z 12 _cell_length_a 24.3090(11) _cell_length_b 6.3645(2) _cell_length_c 31.2582(14) _cell_measurement_reflns_used 4160 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 72.0580 _cell_measurement_theta_min 3.8600 _cell_volume 4527.0(4) _computing_cell_refinement 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.0549 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 22.00 74.00 1.00 6.00 -- 37.70 -99.00-150.00 52 2 \w 6.00 33.00 1.00 6.00 -- 37.70 -57.00 60.00 27 3 \w -59.00 32.00 1.00 6.00 -- -34.58 19.00-120.00 91 4 \w -64.00 35.00 1.00 6.00 -- -34.58 19.00 150.00 99 5 \w 76.00 110.00 1.00 6.00 -- 37.70 178.00-150.00 34 6 \w -51.00 -16.00 1.00 6.00 -- -37.78 37.00 60.00 35 7 \w -6.00 31.00 1.00 6.00 -- -37.78 37.00 60.00 37 8 \w -109.00 -82.00 1.00 6.00 -- -37.78-178.00-180.00 27 9 \w 43.00 120.00 1.00 30.00 -- 111.00 -45.00 0.00 77 10 \w 73.00 178.00 1.00 30.00 -- 111.00 15.00 -90.00 105 11 \w 58.00 108.00 1.00 30.00 -- 111.00 -94.00 -90.00 50 12 \w 115.00 174.00 1.00 30.00 -- 111.00 111.00 90.00 59 13 \w 79.00 129.00 1.00 30.00 -- 111.00 -61.00 -90.00 50 14 \w 42.00 107.00 1.00 30.00 -- 111.00 -94.00 0.00 65 15 \w 44.00 125.00 1.00 30.00 -- 111.00 -15.00-120.00 81 16 \w -53.00 -21.00 1.00 6.00 -- -37.78 -57.00 120.00 32 17 \w -88.00 -61.00 1.00 6.00 -- -37.78 -57.00 120.00 27 18 \w -69.00 -22.00 1.00 6.00 -- -37.78 -57.00-150.00 47 19 \w -104.00 -77.00 1.00 6.00 -- -37.78 -57.00-150.00 27 20 \w -97.00 -34.00 1.00 6.00 -- -37.78 178.00-150.00 63 21 \w 1.00 68.00 1.00 6.00 -- 37.78 -99.00 30.00 67 22 \w 136.00 176.00 1.00 30.00 -- 111.00 45.00-180.00 40 23 \w 95.00 122.00 1.00 30.00 -- 111.00 -45.00-180.00 27 24 \w 51.00 129.00 1.00 30.00 -- 111.00 -61.00 120.00 78 25 \w 71.00 115.00 1.00 30.00 -- 111.00-111.00 90.00 44 26 \w 66.00 93.00 1.00 30.00 -- 111.00 -45.00-180.00 27 27 \w 48.00 132.00 1.00 30.00 -- 111.00 -30.00 60.00 84 28 \w 94.00 108.00 1.00 30.00 -- 111.00 61.00 60.00 14 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, EosS2' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0607862000 _diffrn_orient_matrix_UB_12 0.0089107000 _diffrn_orient_matrix_UB_13 -0.0049515000 _diffrn_orient_matrix_UB_21 -0.0295666000 _diffrn_orient_matrix_UB_22 -0.0109677000 _diffrn_orient_matrix_UB_23 -0.0523937000 _diffrn_orient_matrix_UB_31 -0.0035520000 _diffrn_orient_matrix_UB_32 0.2416360000 _diffrn_orient_matrix_UB_33 -0.0021720000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0748 _diffrn_reflns_av_unetI/netI 0.0796 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.987 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 29418 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.987 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.785 _diffrn_reflns_theta_min 3.885 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.797 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.714 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 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 colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.299 _exptl_crystal_description needle _exptl_crystal_F_000 1896 _exptl_crystal_size_max 0.327 _exptl_crystal_size_mid 0.036 _exptl_crystal_size_min 0.01 _refine_diff_density_max 0.262 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.054 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 571 _refine_ls_number_reflns 8883 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_R_factor_all 0.0909 _refine_ls_R_factor_gt 0.0510 _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^)+(0.0402P)^2^+0.1628P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1042 _refine_ls_wR_factor_ref 0.1203 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5897 _reflns_number_total 8883 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9sc00378a2.cif _cod_data_source_block lucia2 _cod_database_code 1550773 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'c14 h22 b n o5' _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. ; _reflns_odcompleteness_completeness 97.16 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 73.59 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C5(H5), C5(H5), C5(H5) 2.b Secondary CH2 refined with riding coordinates: C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C14(H14A,H14B), C18(H18A,H18B), C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C14(H14A, H14B), C18(H18A,H18B), C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C14(H14A,H14B), C18(H18A,H18B) 2.c Idealised Me refined as rotating group: C13(H13A,H13B,H13C), C13(H13A,H13B,H13C), C13(H13A,H13B,H13C) ; _shelx_res_file ; TITL dan1corr_a.res in P2(1)/c dan1corr.res created by SHELXL-2018/3 at 07:56:46 on 29-Aug-2018 REM Old TITL dan1corr in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.152, Rweak 0.160, Alpha 0.035, Orientation as input REM Formula found by SHELXT: C42 B3 N3 O15 CELL 1.54184 24.309 6.3645 31.2582 90 110.597 90 ZERR 12 0.0011 0.0002 0.0014 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H B N O UNIT 168 264 12 12 60 L.S. 10 PLAN 20 BOND $H list 4 acta conf more -1 temp -173 fmap 2 REM REM REM WGHT 0.040200 0.162800 FVAR 2.38738 resi MOL 1 C1 1 0.236558 0.668527 0.390467 11.00000 0.02283 0.01514 = 0.02017 -0.00207 0.01288 -0.00255 O2 5 0.239385 0.775964 0.358712 11.00000 0.02544 0.02030 = 0.02573 0.00177 0.01468 0.00018 C3 1 0.186737 0.695455 0.408280 11.00000 0.02118 0.02028 = 0.02890 0.00320 0.01639 0.00331 AFIX 23 H3A 2 0.203185 0.694914 0.442101 11.00000 -1.20000 H3B 2 0.160135 0.572983 0.398504 11.00000 -1.20000 AFIX 0 C4 1 0.150618 0.895689 0.392485 11.00000 0.02157 0.01725 = 0.02852 0.00093 0.01458 0.00325 AFIX 23 H4A 2 0.177129 1.018626 0.401758 11.00000 -1.20000 H4B 2 0.133213 0.895249 0.358697 11.00000 -1.20000 AFIX 0 C5 1 0.101317 0.919997 0.411949 11.00000 0.01883 0.01727 = 0.02617 0.00111 0.01333 0.00218 AFIX 13 H5 2 0.118199 0.887347 0.445346 11.00000 -1.20000 AFIX 0 C6 1 0.078179 1.145878 0.406945 11.00000 0.02495 0.01792 = 0.04181 -0.00008 0.01800 0.00155 AFIX 23 H6A 2 0.111052 1.242793 0.422342 11.00000 -1.20000 H6B 2 0.062152 1.183694 0.374140 11.00000 -1.20000 AFIX 0 C7 1 0.030153 1.172536 0.427669 11.00000 0.02718 0.02283 = 0.04566 -0.00453 0.02048 0.00380 AFIX 23 H7A 2 0.047161 1.149011 0.461077 11.00000 -1.20000 H7B 2 0.014845 1.318048 0.422431 11.00000 -1.20000 AFIX 0 C8 1 -0.019850 1.019607 0.406763 11.00000 0.01779 0.02890 = 0.03915 -0.00005 0.01407 0.00462 AFIX 23 H8A 2 -0.040136 1.055325 0.374155 11.00000 -1.20000 H8B 2 -0.048627 1.033086 0.422484 11.00000 -1.20000 AFIX 0 C9 1 0.001945 0.793127 0.410540 11.00000 0.02519 0.02289 = 0.04733 -0.00156 0.02206 -0.00089 AFIX 23 H9A 2 0.017179 0.750465 0.443074 11.00000 -1.20000 H9B 2 -0.031234 0.699227 0.394102 11.00000 -1.20000 AFIX 0 C10 1 0.050430 0.769549 0.390389 11.00000 0.02249 0.02139 = 0.03700 -0.00419 0.01701 0.00038 AFIX 23 H10A 2 0.033756 0.795886 0.357069 11.00000 -1.20000 H10B 2 0.065335 0.623438 0.395034 11.00000 -1.20000 AFIX 0 B11 3 0.288509 0.500071 0.414264 11.00000 0.02088 0.01648 = 0.01749 -0.00127 0.01195 0.00023 N12 4 0.302966 0.338930 0.379157 11.00000 0.01891 0.01487 = 0.01733 0.00069 0.01128 -0.00047 C13 1 0.253243 0.285497 0.336546 11.00000 0.02096 0.02092 = 0.02044 -0.00139 0.00912 -0.00087 AFIX 137 H13A 2 0.239800 0.412797 0.318194 11.00000 -1.50000 H13B 2 0.220845 0.226345 0.344465 11.00000 -1.50000 H13C 2 0.266364 0.182190 0.318940 11.00000 -1.50000 AFIX 0 C14 1 0.352339 0.443844 0.369980 11.00000 0.01886 0.01803 = 0.01934 0.00048 0.01214 -0.00169 AFIX 23 H14A 2 0.337510 0.538561 0.343237 11.00000 -1.20000 H14B 2 0.379050 0.339046 0.364261 11.00000 -1.20000 AFIX 0 C15 1 0.383239 0.566483 0.413030 11.00000 0.02409 0.01373 = 0.02107 0.00265 0.01335 0.00136 O16 5 0.433316 0.626646 0.426120 11.00000 0.02072 0.02591 = 0.03233 -0.00102 0.01281 -0.00292 O17 5 0.345786 0.604121 0.435212 11.00000 0.02063 0.01943 = 0.02090 -0.00235 0.01225 -0.00032 C18 1 0.323549 0.147503 0.408878 11.00000 0.01991 0.01660 = 0.02149 0.00392 0.01263 0.00342 AFIX 23 H18A 2 0.366928 0.146592 0.423156 11.00000 -1.20000 H18B 2 0.310838 0.017493 0.390678 11.00000 -1.20000 AFIX 0 C19 1 0.295316 0.163476 0.445146 11.00000 0.01866 0.01830 = 0.02211 0.00123 0.01023 0.00047 O20 5 0.292313 0.022615 0.469760 11.00000 0.02871 0.02194 = 0.02411 0.00691 0.01600 0.00226 O21 5 0.274961 0.357907 0.446326 11.00000 0.02371 0.01883 = 0.02076 0.00224 0.01565 0.00285 resi MOL 2 C1 1 0.288525 0.762793 0.240229 11.00000 0.01908 0.02048 = 0.02586 0.00515 0.01484 0.00416 O2 5 0.293094 0.634491 0.270687 11.00000 0.02218 0.03472 = 0.02891 0.01161 0.01128 -0.00100 C3 1 0.235708 0.764782 0.197179 11.00000 0.01880 0.02813 = 0.02209 0.00073 0.01126 -0.00021 AFIX 23 H3A 2 0.248274 0.729290 0.171169 11.00000 -1.20000 H3B 2 0.219308 0.908829 0.192110 11.00000 -1.20000 AFIX 0 C4 1 0.187288 0.612351 0.197489 11.00000 0.02313 0.02853 = 0.02291 -0.00435 0.01195 -0.00326 AFIX 23 H4A 2 0.158198 0.600792 0.166097 11.00000 -1.20000 H4B 2 0.204749 0.471551 0.206699 11.00000 -1.20000 AFIX 0 C5 1 0.155517 0.679321 0.229799 11.00000 0.02056 0.02376 = 0.02188 -0.00203 0.01171 -0.00279 AFIX 13 H5 2 0.186061 0.721255 0.259514 11.00000 -1.20000 AFIX 0 C6 1 0.114792 0.868409 0.211721 11.00000 0.02669 0.02237 = 0.03006 0.00058 0.01657 -0.00052 AFIX 23 H6A 2 0.138083 0.988521 0.207252 11.00000 -1.20000 H6B 2 0.084979 0.832550 0.181683 11.00000 -1.20000 AFIX 0 C7 1 0.083962 0.932153 0.244537 11.00000 0.03127 0.02234 = 0.03987 -0.00186 0.02233 0.00160 AFIX 23 H7A 2 0.056181 1.048093 0.230870 11.00000 -1.20000 H7B 2 0.113469 0.984334 0.273318 11.00000 -1.20000 AFIX 0 C8 1 0.050473 0.748061 0.255174 11.00000 0.02530 0.03378 = 0.03333 0.00070 0.01909 -0.00015 AFIX 23 H8A 2 0.017620 0.707640 0.227124 11.00000 -1.20000 H8B 2 0.033621 0.791993 0.278359 11.00000 -1.20000 AFIX 0 C9 1 0.090748 0.558686 0.273038 11.00000 0.02470 0.03063 = 0.02956 0.00235 0.01572 -0.00567 AFIX 23 H9A 2 0.120996 0.593781 0.302927 11.00000 -1.20000 H9B 2 0.067433 0.438866 0.277606 11.00000 -1.20000 AFIX 0 C10 1 0.120673 0.496145 0.239242 11.00000 0.02363 0.02301 = 0.02686 0.00061 0.01179 -0.00194 AFIX 23 H10A 2 0.090500 0.449952 0.210198 11.00000 -1.20000 H10B 2 0.147505 0.376482 0.251865 11.00000 -1.20000 AFIX 0 B11 3 0.342803 0.921247 0.247981 11.00000 0.01815 0.01771 = 0.02441 0.00039 0.01336 0.00210 N12 4 0.404182 0.793156 0.258091 11.00000 0.01973 0.01477 = 0.02156 -0.00181 0.01259 -0.00018 C13 1 0.398110 0.584134 0.235177 11.00000 0.02319 0.01580 = 0.02267 -0.00350 0.00970 0.00194 AFIX 137 H13A 2 0.437177 0.523694 0.241101 11.00000 -1.50000 H13B 2 0.378050 0.601456 0.202171 11.00000 -1.50000 H13C 2 0.375120 0.490087 0.247221 11.00000 -1.50000 AFIX 0 C14 1 0.436971 0.942879 0.238689 11.00000 0.02127 0.02264 = 0.02618 -0.00288 0.01747 -0.00488 AFIX 23 H14A 2 0.460884 0.864894 0.224068 11.00000 -1.20000 H14B 2 0.463382 1.033190 0.263100 11.00000 -1.20000 AFIX 0 C15 1 0.390822 1.074664 0.203680 11.00000 0.02932 0.01613 = 0.02452 -0.00236 0.01691 -0.00286 O16 5 0.400308 1.185292 0.175816 11.00000 0.04523 0.02029 = 0.03041 0.00115 0.02439 -0.00462 O17 5 0.339480 1.057936 0.209756 11.00000 0.02545 0.01923 = 0.02746 0.00414 0.01426 0.00248 C18 1 0.430435 0.780454 0.308988 11.00000 0.02122 0.01592 = 0.01941 -0.00254 0.01135 0.00201 AFIX 23 H18A 2 0.473501 0.801862 0.319655 11.00000 -1.20000 H18B 2 0.422210 0.642350 0.320025 11.00000 -1.20000 AFIX 0 C19 1 0.400724 0.956631 0.325681 11.00000 0.02936 0.01451 = 0.02245 -0.00084 0.01830 0.00036 O20 5 0.415608 1.012872 0.364936 11.00000 0.04040 0.02348 = 0.02355 -0.00152 0.02066 0.00304 O21 5 0.356180 1.037963 0.291453 11.00000 0.02483 0.01909 = 0.02601 -0.00159 0.01548 0.00411 resi MOL 3 C1 1 0.655276 1.066829 0.397603 11.00000 0.02291 0.01787 = 0.01679 -0.00614 0.00956 -0.00251 O2 5 0.664158 1.206000 0.373665 11.00000 0.02916 0.02019 = 0.02536 0.00319 0.01470 0.00153 C3 1 0.699083 0.895296 0.417934 11.00000 0.02016 0.02265 = 0.02484 0.00221 0.01435 0.00227 AFIX 23 H3A 2 0.678284 0.758860 0.410787 11.00000 -1.20000 H3B 2 0.713926 0.911647 0.451580 11.00000 -1.20000 AFIX 0 C4 1 0.751738 0.885763 0.402246 11.00000 0.02384 0.02336 = 0.02255 0.00215 0.01504 0.00094 AFIX 23 H4A 2 0.776984 1.010094 0.414101 11.00000 -1.20000 H4B 2 0.737668 0.891335 0.368449 11.00000 -1.20000 AFIX 0 C5 1 0.788299 0.686019 0.418601 11.00000 0.01871 0.02142 = 0.02299 0.00085 0.01221 0.00090 AFIX 13 H5 2 0.761135 0.563082 0.408750 11.00000 -1.20000 AFIX 0 C6 1 0.835168 0.663634 0.396539 11.00000 0.02329 0.02317 = 0.02245 -0.00184 0.01335 -0.00015 AFIX 23 H6A 2 0.816061 0.666514 0.362863 11.00000 -1.20000 H6B 2 0.862669 0.783906 0.405677 11.00000 -1.20000 AFIX 0 C7 1 0.869529 0.458361 0.410940 11.00000 0.02341 0.02427 = 0.02726 -0.00093 0.01521 0.00485 AFIX 23 H7A 2 0.842443 0.337697 0.400259 11.00000 -1.20000 H7B 2 0.899708 0.448796 0.396467 11.00000 -1.20000 AFIX 0 C8 1 0.899139 0.447813 0.462723 11.00000 0.02632 0.03143 = 0.02747 -0.00009 0.01055 0.00883 AFIX 23 H8A 2 0.929263 0.559571 0.473066 11.00000 -1.20000 H8B 2 0.919071 0.310482 0.471446 11.00000 -1.20000 AFIX 0 C9 1 0.853943 0.475503 0.486187 11.00000 0.03341 0.02970 = 0.02354 0.00424 0.01399 0.00891 AFIX 23 H9A 2 0.874566 0.480858 0.519696 11.00000 -1.20000 H9B 2 0.827281 0.352598 0.479259 11.00000 -1.20000 AFIX 0 C10 1 0.817747 0.675343 0.470627 11.00000 0.02692 0.03044 = 0.02236 0.00208 0.01483 0.00849 AFIX 23 H10A 2 0.843643 0.799055 0.481349 11.00000 -1.20000 H10B 2 0.787164 0.681167 0.484756 11.00000 -1.20000 AFIX 0 B11 3 0.593629 1.064349 0.406804 11.00000 0.02252 0.01250 = 0.01679 -0.00029 0.00837 0.00023 N12 4 0.581634 1.271018 0.433312 11.00000 0.01940 0.01475 = 0.01591 0.00137 0.00965 0.00140 C13 1 0.636120 1.382846 0.462305 11.00000 0.02407 0.01600 = 0.01824 -0.00057 0.00742 -0.00076 AFIX 137 H13A 2 0.658029 1.430740 0.443130 11.00000 -1.50000 H13B 2 0.660674 1.286834 0.485793 11.00000 -1.50000 H13C 2 0.625352 1.504226 0.476985 11.00000 -1.50000 AFIX 0 C14 1 0.542964 1.407516 0.396257 11.00000 0.02031 0.01500 = 0.01808 0.00196 0.00828 0.00269 AFIX 23 H14A 2 0.565915 1.522092 0.389130 11.00000 -1.20000 H14B 2 0.511408 1.470157 0.405307 11.00000 -1.20000 AFIX 0 C15 1 0.517377 1.263817 0.355532 11.00000 0.01853 0.01699 = 0.01970 0.00078 0.01207 -0.00091 O16 5 0.479023 1.311971 0.319886 11.00000 0.02187 0.02200 = 0.01922 0.00313 0.00673 0.00141 O17 5 0.543718 1.078372 0.362629 11.00000 0.02063 0.01718 = 0.01906 -0.00251 0.00644 0.00330 C18 1 0.550235 1.177160 0.462544 11.00000 0.02623 0.01964 = 0.02164 0.00204 0.01682 -0.00009 AFIX 23 H18A 2 0.507182 1.193861 0.447722 11.00000 -1.20000 H18B 2 0.562870 1.246241 0.492846 11.00000 -1.20000 AFIX 0 C19 1 0.566860 0.946629 0.467426 11.00000 0.01778 0.02110 = 0.02244 0.00042 0.00941 -0.00297 O20 5 0.562339 0.828395 0.496141 11.00000 0.02530 0.02725 = 0.02901 0.00979 0.01297 -0.00348 O21 5 0.588009 0.889286 0.434950 11.00000 0.02217 0.01575 = 0.02610 0.00363 0.01385 0.00276 HKLF 4 REM dan1corr_a.res in P2(1)/c REM wR2 = 0.1203, GooF = S = 1.029, Restrained GooF = 1.029 for all data REM R1 = 0.0510 for 5897 Fo > 4sig(Fo) and 0.0909 for all 8883 data REM 571 parameters refined using 0 restraints END WGHT 0.0401 0.1694 REM Highest difference peak 0.262, deepest hole -0.290, 1-sigma level 0.054 Q1 1 0.2576 0.5527 0.4010 11.00000 0.05 0.26 Q2 1 0.6213 1.0857 0.3991 11.00000 0.05 0.24 Q3 1 0.0951 1.0327 0.4085 11.00000 0.05 0.23 Q4 1 0.2808 0.4424 0.4304 11.00000 0.05 0.22 Q5 1 0.0763 0.8238 0.2495 11.00000 0.05 0.21 Q6 1 0.0219 1.3492 0.4419 11.00000 0.05 0.21 Q7 1 0.3162 0.8380 0.2433 11.00000 0.05 0.21 Q8 1 0.7362 0.8918 0.4188 11.00000 0.05 0.21 Q9 1 0.5868 1.1713 0.4221 11.00000 0.05 0.21 Q10 1 0.5800 1.4807 0.3804 11.00000 0.05 0.20 Q11 1 0.4415 1.0722 0.2561 11.00000 0.05 0.19 Q12 1 0.5125 0.8133 0.4994 11.00000 0.05 0.19 Q13 1 0.4706 0.6942 0.3199 11.00000 0.05 0.19 Q14 1 0.2029 0.7137 0.1892 11.00000 0.05 0.19 Q15 1 0.3939 0.7035 0.4383 11.00000 0.05 0.19 Q16 1 0.7583 1.1646 0.4106 11.00000 0.05 0.19 Q17 1 0.1397 0.5855 0.2395 11.00000 0.05 0.19 Q18 1 0.3642 0.9863 0.3698 11.00000 0.05 0.19 Q19 1 0.2525 0.5987 0.2686 11.00000 0.05 0.19 Q20 1 0.2410 0.2992 0.4396 11.00000 0.05 0.19 ; _shelx_res_checksum 98684 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.932 _oxdiff_exptl_absorpt_empirical_full_min 0.772 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 C1_1 C 0.23656(11) 0.6685(3) 0.39047(8) 0.0180(5) Uani 1 1 d . O2_1 O 0.23939(8) 0.7760(3) 0.35871(6) 0.0223(4) Uani 1 1 d . C3_1 C 0.18674(11) 0.6955(4) 0.40828(9) 0.0214(5) Uani 1 1 d . H3A_1 H 0.203185 0.694914 0.442101 0.026 Uiso 1 1 calc R H3B_1 H 0.160135 0.572983 0.398504 0.026 Uiso 1 1 calc R C4_1 C 0.15062(11) 0.8957(4) 0.39248(9) 0.0209(5) Uani 1 1 d . H4A_1 H 0.177129 1.018626 0.401758 0.025 Uiso 1 1 calc R H4B_1 H 0.133213 0.895249 0.358697 0.025 Uiso 1 1 calc R C5_1 C 0.10132(11) 0.9200(4) 0.41195(9) 0.0193(5) Uani 1 1 d . H5_1 H 0.118199 0.887347 0.445346 0.023 Uiso 1 1 calc R C6_1 C 0.07818(12) 1.1459(4) 0.40695(10) 0.0265(6) Uani 1 1 d . H6A_1 H 0.111052 1.242793 0.422342 0.032 Uiso 1 1 calc R H6B_1 H 0.062152 1.183694 0.374140 0.032 Uiso 1 1 calc R C7_1 C 0.03015(12) 1.1725(4) 0.42767(11) 0.0298(6) Uani 1 1 d . H7A_1 H 0.047161 1.149011 0.461077 0.036 Uiso 1 1 calc R H7B_1 H 0.014845 1.318048 0.422431 0.036 Uiso 1 1 calc R C8_1 C -0.01985(11) 1.0196(4) 0.40676(10) 0.0275(6) Uani 1 1 d . H8A_1 H -0.040136 1.055325 0.374155 0.033 Uiso 1 1 calc R H8B_1 H -0.048627 1.033086 0.422484 0.033 Uiso 1 1 calc R C9_1 C 0.00195(12) 0.7931(4) 0.41054(11) 0.0293(6) Uani 1 1 d . H9A_1 H 0.017179 0.750465 0.443074 0.035 Uiso 1 1 calc R H9B_1 H -0.031234 0.699227 0.394102 0.035 Uiso 1 1 calc R C10_1 C 0.05043(11) 0.7695(4) 0.39039(10) 0.0252(5) Uani 1 1 d . H10A_1 H 0.033756 0.795886 0.357069 0.030 Uiso 1 1 calc R H10B_1 H 0.065335 0.623438 0.395034 0.030 Uiso 1 1 calc R B11_1 B 0.28851(12) 0.5001(4) 0.41426(9) 0.0169(5) Uani 1 1 d . N12_1 N 0.30297(9) 0.3389(3) 0.37916(7) 0.0157(4) Uani 1 1 d . C13_1 C 0.25324(11) 0.2855(4) 0.33655(8) 0.0203(5) Uani 1 1 d . H13A_1 H 0.239800 0.412797 0.318194 0.030 Uiso 1 1 calc GR H13B_1 H 0.220845 0.226345 0.344465 0.030 Uiso 1 1 calc GR H13C_1 H 0.266364 0.182190 0.318940 0.030 Uiso 1 1 calc GR C14_1 C 0.35234(10) 0.4438(3) 0.36998(8) 0.0173(5) Uani 1 1 d . H14A_1 H 0.337510 0.538561 0.343237 0.021 Uiso 1 1 calc R H14B_1 H 0.379050 0.339046 0.364261 0.021 Uiso 1 1 calc R C15_1 C 0.38324(11) 0.5665(3) 0.41303(8) 0.0182(5) Uani 1 1 d . O16_1 O 0.43332(8) 0.6266(3) 0.42612(6) 0.0254(4) Uani 1 1 d . O17_1 O 0.34579(7) 0.6041(2) 0.43521(6) 0.0190(3) Uani 1 1 d . C18_1 C 0.32355(11) 0.1475(3) 0.40888(8) 0.0179(5) Uani 1 1 d . H18A_1 H 0.366928 0.146592 0.423156 0.021 Uiso 1 1 calc R H18B_1 H 0.310838 0.017493 0.390678 0.021 Uiso 1 1 calc R C19_1 C 0.29532(11) 0.1635(4) 0.44515(8) 0.0189(5) Uani 1 1 d . O20_1 O 0.29231(8) 0.0226(3) 0.46976(6) 0.0231(4) Uani 1 1 d . O21_1 O 0.27496(8) 0.3579(2) 0.44633(6) 0.0190(3) Uani 1 1 d . C1_2 C 0.28852(11) 0.7628(4) 0.24023(9) 0.0200(5) Uani 1 1 d . O2_2 O 0.29309(8) 0.6345(3) 0.27069(6) 0.0280(4) Uani 1 1 d . C3_2 C 0.23571(11) 0.7648(4) 0.19718(8) 0.0219(5) Uani 1 1 d . H3A_2 H 0.248274 0.729290 0.171169 0.026 Uiso 1 1 calc R H3B_2 H 0.219308 0.908829 0.192110 0.026 Uiso 1 1 calc R C4_2 C 0.18729(11) 0.6124(4) 0.19749(9) 0.0238(5) Uani 1 1 d . H4A_2 H 0.158198 0.600792 0.166097 0.029 Uiso 1 1 calc R H4B_2 H 0.204749 0.471551 0.206699 0.029 Uiso 1 1 calc R C5_2 C 0.15552(11) 0.6793(4) 0.22980(9) 0.0209(5) Uani 1 1 d . H5_2 H 0.186061 0.721255 0.259514 0.025 Uiso 1 1 calc R C6_2 C 0.11479(12) 0.8684(4) 0.21172(9) 0.0246(5) Uani 1 1 d . H6A_2 H 0.138083 0.988521 0.207252 0.030 Uiso 1 1 calc R H6B_2 H 0.084979 0.832550 0.181683 0.030 Uiso 1 1 calc R C7_2 C 0.08396(13) 0.9322(4) 0.24454(10) 0.0285(6) Uani 1 1 d . H7A_2 H 0.056181 1.048093 0.230870 0.034 Uiso 1 1 calc R H7B_2 H 0.113469 0.984334 0.273318 0.034 Uiso 1 1 calc R C8_2 C 0.05047(12) 0.7481(4) 0.25517(10) 0.0285(6) Uani 1 1 d . H8A_2 H 0.017620 0.707640 0.227124 0.034 Uiso 1 1 calc R H8B_2 H 0.033621 0.791993 0.278359 0.034 Uiso 1 1 calc R C9_2 C 0.09075(12) 0.5587(4) 0.27304(9) 0.0266(5) Uani 1 1 d . H9A_2 H 0.120996 0.593781 0.302927 0.032 Uiso 1 1 calc R H9B_2 H 0.067433 0.438866 0.277606 0.032 Uiso 1 1 calc R C10_2 C 0.12067(11) 0.4961(4) 0.23924(9) 0.0237(5) Uani 1 1 d . H10A_2 H 0.090500 0.449952 0.210198 0.028 Uiso 1 1 calc R H10B_2 H 0.147505 0.376482 0.251865 0.028 Uiso 1 1 calc R B11_2 B 0.34280(12) 0.9212(4) 0.24798(10) 0.0185(5) Uani 1 1 d . N12_2 N 0.40418(9) 0.7932(3) 0.25809(7) 0.0173(4) Uani 1 1 d . C13_2 C 0.39811(11) 0.5841(3) 0.23518(8) 0.0201(5) Uani 1 1 d . H13A_2 H 0.437177 0.523694 0.241101 0.030 Uiso 1 1 calc GR H13B_2 H 0.378050 0.601456 0.202171 0.030 Uiso 1 1 calc GR H13C_2 H 0.375120 0.490087 0.247221 0.030 Uiso 1 1 calc GR C14_2 C 0.43697(11) 0.9429(4) 0.23869(9) 0.0209(5) Uani 1 1 d . H14A_2 H 0.460884 0.864894 0.224068 0.025 Uiso 1 1 calc R H14B_2 H 0.463382 1.033190 0.263100 0.025 Uiso 1 1 calc R C15_2 C 0.39082(12) 1.0747(4) 0.20368(9) 0.0213(5) Uani 1 1 d . O16_2 O 0.40031(9) 1.1853(3) 0.17582(7) 0.0290(4) Uani 1 1 d . O17_2 O 0.33948(8) 1.0579(3) 0.20976(6) 0.0227(4) Uani 1 1 d . C18_2 C 0.43044(11) 0.7805(3) 0.30899(8) 0.0177(5) Uani 1 1 d . H18A_2 H 0.473501 0.801862 0.319655 0.021 Uiso 1 1 calc R H18B_2 H 0.422210 0.642350 0.320025 0.021 Uiso 1 1 calc R C19_2 C 0.40072(11) 0.9566(3) 0.32568(8) 0.0196(5) Uani 1 1 d . O20_2 O 0.41561(9) 1.0129(3) 0.36494(6) 0.0266(4) Uani 1 1 d . O21_2 O 0.35618(8) 1.0380(2) 0.29145(6) 0.0216(4) Uani 1 1 d . C1_3 C 0.65528(11) 1.0668(4) 0.39760(8) 0.0185(5) Uani 1 1 d . O2_3 O 0.66416(8) 1.2060(3) 0.37366(6) 0.0235(4) Uani 1 1 d . C3_3 C 0.69908(11) 0.8953(4) 0.41793(9) 0.0208(5) Uani 1 1 d . H3A_3 H 0.678284 0.758860 0.410787 0.025 Uiso 1 1 calc R H3B_3 H 0.713926 0.911647 0.451580 0.025 Uiso 1 1 calc R C4_3 C 0.75174(11) 0.8858(4) 0.40225(9) 0.0214(5) Uani 1 1 d . H4A_3 H 0.776984 1.010094 0.414101 0.026 Uiso 1 1 calc R H4B_3 H 0.737668 0.891335 0.368449 0.026 Uiso 1 1 calc R C5_3 C 0.78830(11) 0.6860(4) 0.41860(8) 0.0197(5) Uani 1 1 d . H5_3 H 0.761135 0.563082 0.408750 0.024 Uiso 1 1 calc R C6_3 C 0.83517(11) 0.6636(4) 0.39654(9) 0.0216(5) Uani 1 1 d . H6A_3 H 0.816061 0.666514 0.362863 0.026 Uiso 1 1 calc R H6B_3 H 0.862669 0.783906 0.405677 0.026 Uiso 1 1 calc R C7_3 C 0.86953(11) 0.4584(4) 0.41094(9) 0.0233(5) Uani 1 1 d . H7A_3 H 0.842443 0.337697 0.400259 0.028 Uiso 1 1 calc R H7B_3 H 0.899708 0.448796 0.396467 0.028 Uiso 1 1 calc R C8_3 C 0.89914(12) 0.4478(4) 0.46272(9) 0.0281(6) Uani 1 1 d . H8A_3 H 0.929263 0.559571 0.473066 0.034 Uiso 1 1 calc R H8B_3 H 0.919071 0.310482 0.471446 0.034 Uiso 1 1 calc R C9_3 C 0.85394(12) 0.4755(4) 0.48619(9) 0.0278(6) Uani 1 1 d . H9A_3 H 0.874566 0.480858 0.519696 0.033 Uiso 1 1 calc R H9B_3 H 0.827281 0.352598 0.479259 0.033 Uiso 1 1 calc R C10_3 C 0.81775(12) 0.6753(4) 0.47063(9) 0.0249(5) Uani 1 1 d . H10A_3 H 0.843643 0.799055 0.481349 0.030 Uiso 1 1 calc R H10B_3 H 0.787164 0.681167 0.484756 0.030 Uiso 1 1 calc R B11_3 B 0.59363(12) 1.0643(4) 0.40680(9) 0.0169(5) Uani 1 1 d . N12_3 N 0.58163(9) 1.2710(3) 0.43331(7) 0.0158(4) Uani 1 1 d . C13_3 C 0.63612(11) 1.3828(3) 0.46230(8) 0.0194(5) Uani 1 1 d . H13A_3 H 0.658029 1.430740 0.443130 0.029 Uiso 1 1 calc GR H13B_3 H 0.660674 1.286834 0.485793 0.029 Uiso 1 1 calc GR H13C_3 H 0.625352 1.504226 0.476985 0.029 Uiso 1 1 calc GR C14_3 C 0.54296(10) 1.4075(3) 0.39626(8) 0.0174(5) Uani 1 1 d . H14A_3 H 0.565915 1.522092 0.389130 0.021 Uiso 1 1 calc R H14B_3 H 0.511408 1.470157 0.405307 0.021 Uiso 1 1 calc R C15_3 C 0.51738(10) 1.2638(3) 0.35553(8) 0.0170(5) Uani 1 1 d . O16_3 O 0.47902(8) 1.3120(3) 0.31989(6) 0.0212(4) Uani 1 1 d . O17_3 O 0.54372(7) 1.0784(2) 0.36263(6) 0.0191(3) Uani 1 1 d . C18_3 C 0.55023(11) 1.1772(4) 0.46254(8) 0.0203(5) Uani 1 1 d . H18A_3 H 0.507182 1.193861 0.447722 0.024 Uiso 1 1 calc R H18B_3 H 0.562870 1.246241 0.492846 0.024 Uiso 1 1 calc R C19_3 C 0.56686(11) 0.9466(4) 0.46743(8) 0.0198(5) Uani 1 1 d . O20_3 O 0.56234(8) 0.8284(3) 0.49614(6) 0.0263(4) Uani 1 1 d . O21_3 O 0.58801(8) 0.8893(2) 0.43495(6) 0.0199(3) Uani 1 1 d . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1_1 0.0228(12) 0.0151(10) 0.0202(12) -0.0021(9) 0.0129(10) -0.0026(9) O2_1 0.0254(9) 0.0203(8) 0.0257(9) 0.0018(7) 0.0147(8) 0.0002(7) C3_1 0.0212(12) 0.0203(11) 0.0289(13) 0.0032(10) 0.0164(11) 0.0033(10) C4_1 0.0216(13) 0.0173(11) 0.0285(13) 0.0009(10) 0.0146(11) 0.0032(9) C5_1 0.0188(12) 0.0173(11) 0.0262(12) 0.0011(9) 0.0133(10) 0.0022(9) C6_1 0.0249(13) 0.0179(12) 0.0418(16) -0.0001(11) 0.0180(12) 0.0016(10) C7_1 0.0272(14) 0.0228(12) 0.0457(17) -0.0045(12) 0.0205(13) 0.0038(11) C8_1 0.0178(12) 0.0289(13) 0.0392(15) -0.0001(12) 0.0141(11) 0.0046(10) C9_1 0.0252(14) 0.0229(12) 0.0473(17) -0.0016(12) 0.0221(13) -0.0009(11) C10_1 0.0225(13) 0.0214(12) 0.0370(15) -0.0042(11) 0.0170(11) 0.0004(10) B11_1 0.0209(14) 0.0165(11) 0.0175(12) -0.0013(10) 0.0119(11) 0.0002(10) N12_1 0.0189(10) 0.0149(9) 0.0173(9) 0.0007(7) 0.0113(8) -0.0005(7) C13_1 0.0210(12) 0.0209(11) 0.0204(12) -0.0014(9) 0.0091(10) -0.0009(9) C14_1 0.0189(12) 0.0180(10) 0.0193(11) 0.0005(9) 0.0121(9) -0.0017(9) C15_1 0.0241(13) 0.0137(10) 0.0211(12) 0.0026(9) 0.0134(10) 0.0014(9) O16_1 0.0207(9) 0.0259(9) 0.0323(10) -0.0010(8) 0.0128(8) -0.0029(7) O17_1 0.0206(9) 0.0194(8) 0.0209(9) -0.0024(7) 0.0122(7) -0.0003(7) C18_1 0.0199(12) 0.0166(10) 0.0215(12) 0.0039(9) 0.0126(10) 0.0034(9) C19_1 0.0187(12) 0.0183(11) 0.0221(12) 0.0012(9) 0.0102(10) 0.0005(9) O20_1 0.0287(10) 0.0219(8) 0.0241(9) 0.0069(7) 0.0160(8) 0.0023(7) O21_1 0.0237(9) 0.0188(8) 0.0208(8) 0.0022(7) 0.0157(7) 0.0028(7) C1_2 0.0191(12) 0.0205(11) 0.0259(13) 0.0052(10) 0.0148(10) 0.0042(9) O2_2 0.0222(9) 0.0347(10) 0.0289(10) 0.0116(8) 0.0113(8) -0.0010(8) C3_2 0.0188(12) 0.0281(12) 0.0221(12) 0.0007(10) 0.0113(10) -0.0002(10) C4_2 0.0231(13) 0.0285(13) 0.0229(12) -0.0043(10) 0.0119(10) -0.0033(10) C5_2 0.0206(12) 0.0238(12) 0.0219(12) -0.0020(10) 0.0117(10) -0.0028(10) C6_2 0.0267(14) 0.0224(12) 0.0301(14) 0.0006(10) 0.0166(11) -0.0005(10) C7_2 0.0313(14) 0.0223(12) 0.0399(16) -0.0019(11) 0.0223(13) 0.0016(11) C8_2 0.0253(14) 0.0338(14) 0.0333(15) 0.0007(12) 0.0191(12) -0.0002(11) C9_2 0.0247(13) 0.0306(13) 0.0296(14) 0.0023(11) 0.0157(11) -0.0057(11) C10_2 0.0236(13) 0.0230(12) 0.0269(13) 0.0006(10) 0.0118(11) -0.0019(10) B11_2 0.0181(13) 0.0177(12) 0.0244(14) 0.0004(11) 0.0134(11) 0.0021(10) N12_2 0.0197(10) 0.0148(9) 0.0216(10) -0.0018(8) 0.0126(8) -0.0002(7) C13_2 0.0232(13) 0.0158(11) 0.0227(12) -0.0035(9) 0.0097(10) 0.0019(9) C14_2 0.0213(12) 0.0226(11) 0.0262(13) -0.0029(10) 0.0175(10) -0.0049(10) C15_2 0.0293(14) 0.0161(10) 0.0245(13) -0.0024(10) 0.0169(11) -0.0029(10) O16_2 0.0452(12) 0.0203(8) 0.0304(10) 0.0011(8) 0.0244(9) -0.0046(8) O17_2 0.0254(9) 0.0192(8) 0.0275(9) 0.0041(7) 0.0143(8) 0.0025(7) C18_2 0.0212(12) 0.0159(10) 0.0194(12) -0.0025(9) 0.0113(10) 0.0020(9) C19_2 0.0294(13) 0.0145(10) 0.0225(13) -0.0008(9) 0.0183(11) 0.0004(9) O20_2 0.0404(11) 0.0235(9) 0.0236(9) -0.0015(7) 0.0207(8) 0.0030(8) O21_2 0.0248(9) 0.0191(8) 0.0260(9) -0.0016(7) 0.0155(8) 0.0041(7) C1_3 0.0229(12) 0.0179(11) 0.0168(11) -0.0061(9) 0.0096(9) -0.0025(9) O2_3 0.0292(10) 0.0202(8) 0.0254(9) 0.0032(7) 0.0147(8) 0.0015(7) C3_3 0.0202(12) 0.0227(12) 0.0248(12) 0.0022(10) 0.0143(10) 0.0023(10) C4_3 0.0238(13) 0.0234(12) 0.0226(12) 0.0021(10) 0.0150(10) 0.0009(10) C5_3 0.0187(12) 0.0214(11) 0.0230(12) 0.0008(9) 0.0122(10) 0.0009(9) C6_3 0.0233(13) 0.0232(12) 0.0225(12) -0.0018(10) 0.0134(10) -0.0001(10) C7_3 0.0234(13) 0.0243(12) 0.0273(13) -0.0009(10) 0.0152(11) 0.0049(10) C8_3 0.0263(14) 0.0314(13) 0.0275(14) -0.0001(11) 0.0106(11) 0.0088(11) C9_3 0.0334(15) 0.0297(13) 0.0235(13) 0.0042(11) 0.0140(11) 0.0089(11) C10_3 0.0269(14) 0.0304(13) 0.0224(13) 0.0021(11) 0.0148(11) 0.0085(11) B11_3 0.0225(14) 0.0125(11) 0.0168(12) -0.0003(10) 0.0084(11) 0.0002(10) N12_3 0.0194(10) 0.0147(9) 0.0159(9) 0.0014(8) 0.0097(8) 0.0014(8) C13_3 0.0241(13) 0.0160(11) 0.0182(11) -0.0006(9) 0.0074(10) -0.0008(9) C14_3 0.0203(12) 0.0150(10) 0.0181(11) 0.0020(9) 0.0083(9) 0.0027(9) C15_3 0.0185(12) 0.0170(11) 0.0197(12) 0.0008(9) 0.0121(10) -0.0009(9) O16_3 0.0219(9) 0.0220(8) 0.0192(9) 0.0031(7) 0.0067(7) 0.0014(7) O17_3 0.0206(9) 0.0172(8) 0.0191(8) -0.0025(6) 0.0064(7) 0.0033(6) C18_3 0.0262(13) 0.0196(11) 0.0216(12) 0.0020(9) 0.0168(10) -0.0001(10) C19_3 0.0178(12) 0.0211(12) 0.0224(12) 0.0004(10) 0.0094(10) -0.0030(9) O20_3 0.0253(10) 0.0272(9) 0.0290(10) 0.0098(8) 0.0130(8) -0.0035(7) O21_3 0.0222(9) 0.0158(8) 0.0261(9) 0.0036(7) 0.0138(7) 0.0028(7) 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' N N 0.0311 0.0180 '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 4 0 0.1469 -1 0 -1 0.0067 1 0 -1 0.0141 -1 0 1 0.0180 -1 -4 2 0.1766 1 0 1 0.0030 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O2_1 C1_1 C3_1 121.0(2) O2_1 C1_1 B11_1 118.9(2) C3_1 C1_1 B11_1 120.09(19) C1_1 C3_1 H3A_1 108.6 C1_1 C3_1 H3B_1 108.6 C1_1 C3_1 C4_1 114.82(19) H3A_1 C3_1 H3B_1 107.5 C4_1 C3_1 H3A_1 108.6 C4_1 C3_1 H3B_1 108.6 C3_1 C4_1 H4A_1 108.9 C3_1 C4_1 H4B_1 108.9 H4A_1 C4_1 H4B_1 107.7 C5_1 C4_1 C3_1 113.40(19) C5_1 C4_1 H4A_1 108.9 C5_1 C4_1 H4B_1 108.9 C4_1 C5_1 H5_1 107.6 C4_1 C5_1 C6_1 111.41(19) C4_1 C5_1 C10_1 112.9(2) C6_1 C5_1 H5_1 107.6 C10_1 C5_1 H5_1 107.6 C10_1 C5_1 C6_1 109.5(2) C5_1 C6_1 H6A_1 109.3 C5_1 C6_1 H6B_1 109.3 H6A_1 C6_1 H6B_1 108.0 C7_1 C6_1 C5_1 111.6(2) C7_1 C6_1 H6A_1 109.3 C7_1 C6_1 H6B_1 109.3 C6_1 C7_1 H7A_1 109.4 C6_1 C7_1 H7B_1 109.4 H7A_1 C7_1 H7B_1 108.0 C8_1 C7_1 C6_1 111.2(2) C8_1 C7_1 H7A_1 109.4 C8_1 C7_1 H7B_1 109.4 C7_1 C8_1 H8A_1 109.3 C7_1 C8_1 H8B_1 109.3 C7_1 C8_1 C9_1 111.7(2) H8A_1 C8_1 H8B_1 107.9 C9_1 C8_1 H8A_1 109.3 C9_1 C8_1 H8B_1 109.3 C8_1 C9_1 H9A_1 109.4 C8_1 C9_1 H9B_1 109.4 H9A_1 C9_1 H9B_1 108.0 C10_1 C9_1 C8_1 111.0(2) C10_1 C9_1 H9A_1 109.4 C10_1 C9_1 H9B_1 109.4 C5_1 C10_1 H10A_1 109.1 C5_1 C10_1 H10B_1 109.1 C9_1 C10_1 C5_1 112.4(2) C9_1 C10_1 H10A_1 109.1 C9_1 C10_1 H10B_1 109.1 H10A_1 C10_1 H10B_1 107.9 C1_1 B11_1 N12_1 115.1(2) O17_1 B11_1 C1_1 111.62(19) O17_1 B11_1 N12_1 100.87(17) O21_1 B11_1 C1_1 113.19(19) O21_1 B11_1 N12_1 103.00(17) O21_1 B11_1 O17_1 112.2(2) C13_1 N12_1 B11_1 116.55(18) C13_1 N12_1 C18_1 110.84(18) C14_1 N12_1 B11_1 103.15(17) C14_1 N12_1 C13_1 112.72(17) C14_1 N12_1 C18_1 111.50(18) C18_1 N12_1 B11_1 101.38(16) N12_1 C13_1 H13A_1 109.5 N12_1 C13_1 H13B_1 109.5 N12_1 C13_1 H13C_1 109.5 H13A_1 C13_1 H13B_1 109.5 H13A_1 C13_1 H13C_1 109.5 H13B_1 C13_1 H13C_1 109.5 N12_1 C14_1 H14A_1 110.9 N12_1 C14_1 H14B_1 110.9 N12_1 C14_1 C15_1 104.05(17) H14A_1 C14_1 H14B_1 109.0 C15_1 C14_1 H14A_1 110.9 C15_1 C14_1 H14B_1 110.9 O16_1 C15_1 C14_1 126.5(2) O16_1 C15_1 O17_1 123.7(2) O17_1 C15_1 C14_1 109.7(2) C15_1 O17_1 B11_1 113.35(18) N12_1 C18_1 H18A_1 110.7 N12_1 C18_1 H18B_1 110.7 N12_1 C18_1 C19_1 105.45(17) H18A_1 C18_1 H18B_1 108.8 C19_1 C18_1 H18A_1 110.7 C19_1 C18_1 H18B_1 110.7 O20_1 C19_1 C18_1 125.0(2) O20_1 C19_1 O21_1 124.5(2) O21_1 C19_1 C18_1 110.52(19) C19_1 O21_1 B11_1 112.11(17) O2_2 C1_2 C3_2 121.1(2) O2_2 C1_2 B11_2 117.0(2) C3_2 C1_2 B11_2 121.9(2) C1_2 C3_2 H3A_2 108.7 C1_2 C3_2 H3B_2 108.7 C1_2 C3_2 C4_2 114.1(2) H3A_2 C3_2 H3B_2 107.6 C4_2 C3_2 H3A_2 108.7 C4_2 C3_2 H3B_2 108.7 C3_2 C4_2 H4A_2 108.9 C3_2 C4_2 H4B_2 108.9 H4A_2 C4_2 H4B_2 107.7 C5_2 C4_2 C3_2 113.3(2) C5_2 C4_2 H4A_2 108.9 C5_2 C4_2 H4B_2 108.9 C4_2 C5_2 H5_2 107.7 C4_2 C5_2 C6_2 112.6(2) C4_2 C5_2 C10_2 110.9(2) C6_2 C5_2 H5_2 107.7 C10_2 C5_2 H5_2 107.7 C10_2 C5_2 C6_2 109.8(2) C5_2 C6_2 H6A_2 109.3 C5_2 C6_2 H6B_2 109.3 H6A_2 C6_2 H6B_2 108.0 C7_2 C6_2 C5_2 111.6(2) C7_2 C6_2 H6A_2 109.3 C7_2 C6_2 H6B_2 109.3 C6_2 C7_2 H7A_2 109.3 C6_2 C7_2 H7B_2 109.3 C6_2 C7_2 C8_2 111.6(2) H7A_2 C7_2 H7B_2 108.0 C8_2 C7_2 H7A_2 109.3 C8_2 C7_2 H7B_2 109.3 C7_2 C8_2 H8A_2 109.4 C7_2 C8_2 H8B_2 109.4 C7_2 C8_2 C9_2 111.2(2) H8A_2 C8_2 H8B_2 108.0 C9_2 C8_2 H8A_2 109.4 C9_2 C8_2 H8B_2 109.4 C8_2 C9_2 H9A_2 109.5 C8_2 C9_2 H9B_2 109.5 H9A_2 C9_2 H9B_2 108.1 C10_2 C9_2 C8_2 110.6(2) C10_2 C9_2 H9A_2 109.5 C10_2 C9_2 H9B_2 109.5 C5_2 C10_2 H10A_2 109.3 C5_2 C10_2 H10B_2 109.3 C9_2 C10_2 C5_2 111.4(2) C9_2 C10_2 H10A_2 109.3 C9_2 C10_2 H10B_2 109.3 H10A_2 C10_2 H10B_2 108.0 C1_2 B11_2 N12_2 111.20(19) O17_2 B11_2 C1_2 116.4(2) O17_2 B11_2 N12_2 103.91(17) O17_2 B11_2 O21_2 112.57(19) O21_2 B11_2 C1_2 110.86(18) O21_2 B11_2 N12_2 100.51(19) C13_2 N12_2 B11_2 115.03(19) C13_2 N12_2 C14_2 110.42(17) C13_2 N12_2 C18_2 113.32(18) C14_2 N12_2 B11_2 100.61(17) C18_2 N12_2 B11_2 104.62(17) C18_2 N12_2 C14_2 112.10(19) N12_2 C13_2 H13A_2 109.5 N12_2 C13_2 H13B_2 109.5 N12_2 C13_2 H13C_2 109.5 H13A_2 C13_2 H13B_2 109.5 H13A_2 C13_2 H13C_2 109.5 H13B_2 C13_2 H13C_2 109.5 N12_2 C14_2 H14A_2 110.5 N12_2 C14_2 H14B_2 110.5 N12_2 C14_2 C15_2 106.25(19) H14A_2 C14_2 H14B_2 108.7 C15_2 C14_2 H14A_2 110.5 C15_2 C14_2 H14B_2 110.5 O16_2 C15_2 C14_2 124.4(2) O16_2 C15_2 O17_2 125.3(3) O17_2 C15_2 C14_2 110.23(19) C15_2 O17_2 B11_2 112.36(19) N12_2 C18_2 H18A_2 110.9 N12_2 C18_2 H18B_2 110.9 N12_2 C18_2 C19_2 104.41(19) H18A_2 C18_2 H18B_2 108.9 C19_2 C18_2 H18A_2 110.9 C19_2 C18_2 H18B_2 110.9 O20_2 C19_2 C18_2 124.0(2) O20_2 C19_2 O21_2 124.8(2) O21_2 C19_2 C18_2 111.2(2) C19_2 O21_2 B11_2 113.37(18) O2_3 C1_3 C3_3 122.2(2) O2_3 C1_3 B11_3 119.1(2) C3_3 C1_3 B11_3 118.67(19) C1_3 C3_3 H3A_3 108.2 C1_3 C3_3 H3B_3 108.2 C1_3 C3_3 C4_3 116.3(2) H3A_3 C3_3 H3B_3 107.4 C4_3 C3_3 H3A_3 108.2 C4_3 C3_3 H3B_3 108.2 C3_3 C4_3 H4A_3 109.1 C3_3 C4_3 H4B_3 109.1 C3_3 C4_3 C5_3 112.32(19) H4A_3 C4_3 H4B_3 107.9 C5_3 C4_3 H4A_3 109.1 C5_3 C4_3 H4B_3 109.1 C4_3 C5_3 H5_3 107.7 C4_3 C5_3 C6_3 111.28(19) C4_3 C5_3 C10_3 113.0(2) C6_3 C5_3 H5_3 107.7 C6_3 C5_3 C10_3 109.3(2) C10_3 C5_3 H5_3 107.7 C5_3 C6_3 H6A_3 109.4 C5_3 C6_3 H6B_3 109.4 H6A_3 C6_3 H6B_3 108.0 C7_3 C6_3 C5_3 111.24(19) C7_3 C6_3 H6A_3 109.4 C7_3 C6_3 H6B_3 109.4 C6_3 C7_3 H7A_3 109.5 C6_3 C7_3 H7B_3 109.5 H7A_3 C7_3 H7B_3 108.1 C8_3 C7_3 C6_3 110.8(2) C8_3 C7_3 H7A_3 109.5 C8_3 C7_3 H7B_3 109.5 C7_3 C8_3 H8A_3 109.5 C7_3 C8_3 H8B_3 109.5 C7_3 C8_3 C9_3 110.7(2) H8A_3 C8_3 H8B_3 108.1 C9_3 C8_3 H8A_3 109.5 C9_3 C8_3 H8B_3 109.5 C8_3 C9_3 H9A_3 109.2 C8_3 C9_3 H9B_3 109.2 C8_3 C9_3 C10_3 112.0(2) H9A_3 C9_3 H9B_3 107.9 C10_3 C9_3 H9A_3 109.2 C10_3 C9_3 H9B_3 109.2 C5_3 C10_3 H10A_3 109.2 C5_3 C10_3 H10B_3 109.2 C9_3 C10_3 C5_3 112.2(2) C9_3 C10_3 H10A_3 109.2 C9_3 C10_3 H10B_3 109.2 H10A_3 C10_3 H10B_3 107.9 C1_3 B11_3 N12_3 115.00(19) O17_3 B11_3 C1_3 109.75(18) O17_3 B11_3 N12_3 100.94(18) O21_3 B11_3 C1_3 113.8(2) O21_3 B11_3 N12_3 103.78(17) O21_3 B11_3 O17_3 112.8(2) C13_3 N12_3 B11_3 114.34(18) C13_3 N12_3 C18_3 110.55(18) C14_3 N12_3 B11_3 104.58(17) C14_3 N12_3 C13_3 112.09(17) C14_3 N12_3 C18_3 112.82(18) C18_3 N12_3 B11_3 101.97(16) N12_3 C13_3 H13A_3 109.5 N12_3 C13_3 H13B_3 109.5 N12_3 C13_3 H13C_3 109.5 H13A_3 C13_3 H13B_3 109.5 H13A_3 C13_3 H13C_3 109.5 H13B_3 C13_3 H13C_3 109.5 N12_3 C14_3 H14A_3 110.7 N12_3 C14_3 H14B_3 110.7 N12_3 C14_3 C15_3 105.21(17) H14A_3 C14_3 H14B_3 108.8 C15_3 C14_3 H14A_3 110.7 C15_3 C14_3 H14B_3 110.7 O16_3 C15_3 C14_3 125.1(2) O16_3 C15_3 O17_3 123.3(2) O17_3 C15_3 C14_3 111.5(2) C15_3 O17_3 B11_3 113.45(18) N12_3 C18_3 H18A_3 110.6 N12_3 C18_3 H18B_3 110.6 N12_3 C18_3 C19_3 105.74(17) H18A_3 C18_3 H18B_3 108.7 C19_3 C18_3 H18A_3 110.6 C19_3 C18_3 H18B_3 110.6 O20_3 C19_3 C18_3 126.0(2) O20_3 C19_3 O21_3 123.6(2) O21_3 C19_3 C18_3 110.32(19) C19_3 O21_3 B11_3 113.08(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1_1 O2_1 1.227(3) C1_1 C3_1 1.510(3) C1_1 B11_1 1.624(3) C3_1 H3A_1 0.9900 C3_1 H3B_1 0.9900 C3_1 C4_1 1.528(3) C4_1 H4A_1 0.9900 C4_1 H4B_1 0.9900 C4_1 C5_1 1.531(3) C5_1 H5_1 1.0000 C5_1 C6_1 1.532(3) C5_1 C10_1 1.521(3) C6_1 H6A_1 0.9900 C6_1 H6B_1 0.9900 C6_1 C7_1 1.531(3) C7_1 H7A_1 0.9900 C7_1 H7B_1 0.9900 C7_1 C8_1 1.514(4) C8_1 H8A_1 0.9900 C8_1 H8B_1 0.9900 C8_1 C9_1 1.526(3) C9_1 H9A_1 0.9900 C9_1 H9B_1 0.9900 C9_1 C10_1 1.527(3) C10_1 H10A_1 0.9900 C10_1 H10B_1 0.9900 B11_1 N12_1 1.628(3) B11_1 O17_1 1.471(3) B11_1 O21_1 1.471(3) N12_1 C13_1 1.489(3) N12_1 C14_1 1.487(3) N12_1 C18_1 1.507(3) C13_1 H13A_1 0.9800 C13_1 H13B_1 0.9800 C13_1 H13C_1 0.9800 C14_1 H14A_1 0.9900 C14_1 H14B_1 0.9900 C14_1 C15_1 1.508(3) C15_1 O16_1 1.202(3) C15_1 O17_1 1.346(3) C18_1 H18A_1 0.9900 C18_1 H18B_1 0.9900 C18_1 C19_1 1.521(3) C19_1 O20_1 1.200(3) C19_1 O21_1 1.338(3) C1_2 O2_2 1.229(3) C1_2 C3_2 1.498(4) C1_2 B11_2 1.610(3) C3_2 H3A_2 0.9900 C3_2 H3B_2 0.9900 C3_2 C4_2 1.528(3) C4_2 H4A_2 0.9900 C4_2 H4B_2 0.9900 C4_2 C5_2 1.532(3) C5_2 H5_2 1.0000 C5_2 C6_2 1.534(3) C5_2 C10_2 1.530(3) C6_2 H6A_2 0.9900 C6_2 H6B_2 0.9900 C6_2 C7_2 1.523(3) C7_2 H7A_2 0.9900 C7_2 H7B_2 0.9900 C7_2 C8_2 1.529(3) C8_2 H8A_2 0.9900 C8_2 H8B_2 0.9900 C8_2 C9_2 1.529(4) C9_2 H9A_2 0.9900 C9_2 H9B_2 0.9900 C9_2 C10_2 1.531(3) C10_2 H10A_2 0.9900 C10_2 H10B_2 0.9900 B11_2 N12_2 1.631(3) B11_2 O17_2 1.457(3) B11_2 O21_2 1.481(3) N12_2 C13_2 1.493(3) N12_2 C14_2 1.500(3) N12_2 C18_2 1.494(3) C13_2 H13A_2 0.9800 C13_2 H13B_2 0.9800 C13_2 H13C_2 0.9800 C14_2 H14A_2 0.9900 C14_2 H14B_2 0.9900 C14_2 C15_2 1.515(4) C15_2 O16_2 1.204(3) C15_2 O17_2 1.331(3) C18_2 H18A_2 0.9900 C18_2 H18B_2 0.9900 C18_2 C19_2 1.522(3) C19_2 O20_2 1.205(3) C19_2 O21_2 1.330(3) C1_3 O2_3 1.227(3) C1_3 C3_3 1.501(3) C1_3 B11_3 1.622(3) C3_3 H3A_3 0.9900 C3_3 H3B_3 0.9900 C3_3 C4_3 1.525(3) C4_3 H4A_3 0.9900 C4_3 H4B_3 0.9900 C4_3 C5_3 1.532(3) C5_3 H5_3 1.0000 C5_3 C6_3 1.532(3) C5_3 C10_3 1.531(3) C6_3 H6A_3 0.9900 C6_3 H6B_3 0.9900 C6_3 C7_3 1.531(3) C7_3 H7A_3 0.9900 C7_3 H7B_3 0.9900 C7_3 C8_3 1.524(4) C8_3 H8A_3 0.9900 C8_3 H8B_3 0.9900 C8_3 C9_3 1.531(3) C9_3 H9A_3 0.9900 C9_3 H9B_3 0.9900 C9_3 C10_3 1.526(3) C10_3 H10A_3 0.9900 C10_3 H10B_3 0.9900 B11_3 N12_3 1.635(3) B11_3 O17_3 1.486(3) B11_3 O21_3 1.456(3) N12_3 C13_3 1.496(3) N12_3 C14_3 1.488(3) N12_3 C18_3 1.505(3) C13_3 H13A_3 0.9800 C13_3 H13B_3 0.9800 C13_3 H13C_3 0.9800 C14_3 H14A_3 0.9900 C14_3 H14B_3 0.9900 C14_3 C15_3 1.512(3) C15_3 O16_3 1.214(3) C15_3 O17_3 1.324(3) C18_3 H18A_3 0.9900 C18_3 H18B_3 0.9900 C18_3 C19_3 1.515(3) C19_3 O20_3 1.206(3) C19_3 O21_3 1.340(3) 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 C1_1 C3_1 C4_1 C5_1 -178.8(2) C1_1 B11_1 N12_1 C13_1 -29.6(3) C1_1 B11_1 N12_1 C14_1 94.5(2) C1_1 B11_1 N12_1 C18_1 -149.98(19) C1_1 B11_1 O17_1 C15_1 -110.1(2) C1_1 B11_1 O21_1 C19_1 143.6(2) O2_1 C1_1 C3_1 C4_1 -14.4(3) O2_1 C1_1 B11_1 N12_1 -52.2(3) O2_1 C1_1 B11_1 O17_1 62.0(3) O2_1 C1_1 B11_1 O21_1 -170.3(2) C3_1 C1_1 B11_1 N12_1 129.5(2) C3_1 C1_1 B11_1 O17_1 -116.3(2) C3_1 C1_1 B11_1 O21_1 11.4(3) C3_1 C4_1 C5_1 C6_1 163.6(2) C3_1 C4_1 C5_1 C10_1 -72.7(3) C4_1 C5_1 C6_1 C7_1 -178.3(2) C4_1 C5_1 C10_1 C9_1 179.2(2) C5_1 C6_1 C7_1 C8_1 -56.2(3) C6_1 C5_1 C10_1 C9_1 -56.1(3) C6_1 C7_1 C8_1 C9_1 54.6(3) C7_1 C8_1 C9_1 C10_1 -54.0(3) C8_1 C9_1 C10_1 C5_1 55.4(3) C10_1 C5_1 C6_1 C7_1 56.2(3) B11_1 C1_1 C3_1 C4_1 163.9(2) B11_1 N12_1 C14_1 C15_1 29.2(2) B11_1 N12_1 C18_1 C19_1 24.8(2) N12_1 B11_1 O17_1 C15_1 12.7(2) N12_1 B11_1 O21_1 C19_1 18.6(3) N12_1 C14_1 C15_1 O16_1 157.9(2) N12_1 C14_1 C15_1 O17_1 -23.2(2) N12_1 C18_1 C19_1 O20_1 165.4(2) N12_1 C18_1 C19_1 O21_1 -15.5(3) C13_1 N12_1 C14_1 C15_1 155.69(18) C13_1 N12_1 C18_1 C19_1 -99.6(2) C14_1 N12_1 C18_1 C19_1 133.96(19) C14_1 C15_1 O17_1 B11_1 5.6(3) O16_1 C15_1 O17_1 B11_1 -175.5(2) O17_1 B11_1 N12_1 C13_1 -149.87(18) O17_1 B11_1 N12_1 C14_1 -25.8(2) O17_1 B11_1 N12_1 C18_1 89.72(19) O17_1 B11_1 O21_1 C19_1 -89.0(2) C18_1 N12_1 C14_1 C15_1 -78.9(2) C18_1 C19_1 O21_1 B11_1 -3.0(3) O20_1 C19_1 O21_1 B11_1 176.1(3) O21_1 B11_1 N12_1 C13_1 94.1(2) O21_1 B11_1 N12_1 C14_1 -141.82(19) O21_1 B11_1 N12_1 C18_1 -26.3(2) O21_1 B11_1 O17_1 C15_1 121.7(2) C1_2 C3_2 C4_2 C5_2 70.5(3) C1_2 B11_2 N12_2 C13_2 31.4(3) C1_2 B11_2 N12_2 C14_2 150.1(2) C1_2 B11_2 N12_2 C18_2 -93.5(2) C1_2 B11_2 O17_2 C15_2 -138.4(2) C1_2 B11_2 O21_2 C19_2 98.6(2) O2_2 C1_2 C3_2 C4_2 6.1(3) O2_2 C1_2 B11_2 N12_2 55.3(3) O2_2 C1_2 B11_2 O17_2 174.0(2) O2_2 C1_2 B11_2 O21_2 -55.7(3) C3_2 C1_2 B11_2 N12_2 -122.4(2) C3_2 C1_2 B11_2 O17_2 -3.7(3) C3_2 C1_2 B11_2 O21_2 126.7(2) C3_2 C4_2 C5_2 C6_2 72.6(3) C3_2 C4_2 C5_2 C10_2 -163.8(2) C4_2 C5_2 C6_2 C7_2 -179.8(2) C4_2 C5_2 C10_2 C9_2 177.7(2) C5_2 C6_2 C7_2 C8_2 -55.3(3) C6_2 C5_2 C10_2 C9_2 -57.1(3) C6_2 C7_2 C8_2 C9_2 54.7(3) C7_2 C8_2 C9_2 C10_2 -55.3(3) C8_2 C9_2 C10_2 C5_2 57.2(3) C10_2 C5_2 C6_2 C7_2 56.0(3) B11_2 C1_2 C3_2 C4_2 -176.4(2) B11_2 N12_2 C14_2 C15_2 -23.9(2) B11_2 N12_2 C18_2 C19_2 -20.7(2) N12_2 B11_2 O17_2 C15_2 -15.8(3) N12_2 B11_2 O21_2 C19_2 -19.1(2) N12_2 C14_2 C15_2 O16_2 -166.4(2) N12_2 C14_2 C15_2 O17_2 16.6(3) N12_2 C18_2 C19_2 O20_2 -170.6(2) N12_2 C18_2 C19_2 O21_2 10.0(2) C13_2 N12_2 C14_2 C15_2 98.0(2) C13_2 N12_2 C18_2 C19_2 -146.71(18) C14_2 N12_2 C18_2 C19_2 87.5(2) C14_2 C15_2 O17_2 B11_2 0.5(3) O16_2 C15_2 O17_2 B11_2 -176.5(2) O17_2 B11_2 N12_2 C13_2 -94.5(2) O17_2 B11_2 N12_2 C14_2 24.1(2) O17_2 B11_2 N12_2 C18_2 140.51(19) O17_2 B11_2 O21_2 C19_2 -129.1(2) C18_2 N12_2 C14_2 C15_2 -134.58(19) C18_2 C19_2 O21_2 B11_2 6.9(3) O20_2 C19_2 O21_2 B11_2 -172.5(2) O21_2 B11_2 N12_2 C13_2 148.86(18) O21_2 B11_2 N12_2 C14_2 -92.51(19) O21_2 B11_2 N12_2 C18_2 23.9(2) O21_2 B11_2 O17_2 C15_2 92.0(2) C1_3 C3_3 C4_3 C5_3 -170.6(2) C1_3 B11_3 N12_3 C13_3 -25.1(3) C1_3 B11_3 N12_3 C14_3 97.9(2) C1_3 B11_3 N12_3 C18_3 -144.4(2) C1_3 B11_3 O17_3 C15_3 -106.8(2) C1_3 B11_3 O21_3 C19_3 135.3(2) O2_3 C1_3 C3_3 C4_3 -7.8(4) O2_3 C1_3 B11_3 N12_3 -61.6(3) O2_3 C1_3 B11_3 O17_3 51.4(3) O2_3 C1_3 B11_3 O21_3 178.9(2) C3_3 C1_3 B11_3 N12_3 119.7(2) C3_3 C1_3 B11_3 O17_3 -127.3(2) C3_3 C1_3 B11_3 O21_3 0.2(3) C3_3 C4_3 C5_3 C6_3 171.4(2) C3_3 C4_3 C5_3 C10_3 -65.2(3) C4_3 C5_3 C6_3 C7_3 -177.0(2) C4_3 C5_3 C10_3 C9_3 -180.0(2) C5_3 C6_3 C7_3 C8_3 -58.6(3) C6_3 C5_3 C10_3 C9_3 -55.5(3) C6_3 C7_3 C8_3 C9_3 55.8(3) C7_3 C8_3 C9_3 C10_3 -53.9(3) C8_3 C9_3 C10_3 C5_3 54.5(3) C10_3 C5_3 C6_3 C7_3 57.5(3) B11_3 C1_3 C3_3 C4_3 170.8(2) B11_3 N12_3 C14_3 C15_3 18.5(2) B11_3 N12_3 C18_3 C19_3 22.0(2) N12_3 B11_3 O17_3 C15_3 15.0(2) N12_3 B11_3 O21_3 C19_3 9.6(3) N12_3 C14_3 C15_3 O16_3 172.2(2) N12_3 C14_3 C15_3 O17_3 -10.4(2) N12_3 C18_3 C19_3 O20_3 161.7(2) N12_3 C18_3 C19_3 O21_3 -18.1(3) C13_3 N12_3 C14_3 C15_3 142.93(18) C13_3 N12_3 C18_3 C19_3 -100.0(2) C14_3 N12_3 C18_3 C19_3 133.6(2) C14_3 C15_3 O17_3 B11_3 -3.9(2) O16_3 C15_3 O17_3 B11_3 173.6(2) O17_3 B11_3 N12_3 C13_3 -143.13(18) O17_3 B11_3 N12_3 C14_3 -20.2(2) O17_3 B11_3 N12_3 C18_3 97.54(19) O17_3 B11_3 O21_3 C19_3 -98.8(2) C18_3 N12_3 C14_3 C15_3 -91.5(2) C18_3 C19_3 O21_3 B11_3 4.7(3) O20_3 C19_3 O21_3 B11_3 -175.1(2) O21_3 B11_3 N12_3 C13_3 99.8(2) O21_3 B11_3 N12_3 C14_3 -137.19(19) O21_3 B11_3 N12_3 C18_3 -19.5(2) O21_3 B11_3 O17_3 C15_3 125.1(2) loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0047 4.1313 0.1173 0.0365 -0.0516 0.9980 -1.0015 -0.0005 -0.9990 -0.0559 0.0820 0.0056 0.9998 -0.0000 -1.0004 0.0657 0.0229 -0.0014 -0.9998 0.0000 1.0004 -0.0657 -0.0229 0.0014 -0.6709 -4.1028 2.3891 -0.0892 -0.0603 -0.9942 1.0015 0.0005 0.9990 0.0559 -0.0820 -0.0056