#------------------------------------------------------------------------------ #$Date: 2021-01-04 20:18:39 +0200 (Mon, 04 Jan 2021) $ #$Revision: 260473 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/77/7127760.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_7127760 loop_ _publ_author_name 'Yan, Cai-Xin' 'Lin, Qian-Qian' 'Li, Sha' 'Wu, Cheng-Juan' 'Li, Yan-An' 'Fan, Jian-Zhong' 'Ma, Jian-Ping' 'Geng, Yan' 'Dong, Yu-Bin' _publ_section_title ; Synthesis of fulvene-containing boron complexes with aggregation-induced emission and mechanochromic luminescence. ; _journal_issue 92 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 14435 _journal_page_last 14438 _journal_paper_doi 10.1039/d0cc05757f _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C31 H25 B F2 O2' _chemical_formula_sum 'C31 H25 B F2 O2' _chemical_formula_weight 478.32 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap _audit_creation_date 2019-04-11 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _audit_update_record ; 2019-05-08 deposited with the CCDC. 2020-10-22 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 123.726(11) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 24.5441(19) _cell_length_b 12.1699(4) _cell_length_c 20.6663(16) _cell_measurement_reflns_used 5105 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 70.6670 _cell_measurement_theta_min 5.6590 _cell_volume 5134.1(9) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0793 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.9983 _diffrn_measured_fraction_theta_max 0.9873 _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 28.00 126.00 1.00 1.50 -- 54.00 37.00 90.00 98 2 \w 117.00 142.00 1.00 1.50 -- 108.00 -25.00 150.00 25 3 \w 100.00 127.00 1.00 1.50 -- 108.00 -50.00 120.00 27 4 \w 81.00 107.00 1.00 1.50 -- 108.00 -25.00 150.00 26 5 \w 77.00 141.00 1.00 1.50 -- 108.00 -91.00 150.00 64 6 \w 94.00 120.00 1.00 1.50 -- 108.00-123.00 118.00 26 7 \w 70.00 108.00 1.00 1.50 -- 108.00-111.00 0.00 38 8 \w 91.00 116.00 1.00 1.50 -- 108.00-111.00-120.00 25 9 \w 63.00 89.00 1.00 1.50 -- 108.00-111.00-180.00 26 10 \w 44.00 70.00 1.00 1.50 -- 108.00-111.00-120.00 26 11 \w 38.00 127.00 1.00 1.50 -- 108.00 -50.00-120.00 89 12 \w 91.00 177.00 1.00 1.50 -- 108.00 50.00 -30.00 86 13 \w 153.00 178.00 1.00 1.50 -- 108.00 111.00 60.00 25 14 \w 100.00 178.00 1.00 1.50 -- 108.00 111.00 -90.00 78 15 \w 100.00 126.00 1.00 1.50 -- 108.00 111.00 60.00 26 16 \w 74.00 122.00 1.00 1.50 -- 54.00 57.00 -30.00 48 17 \w 74.00 177.00 1.00 1.50 -- 108.00 25.00 60.00 103 18 \w 42.00 111.00 1.00 1.50 -- 54.00-125.00-180.00 69 19 \w 40.00 130.00 1.00 1.50 -- 108.00 -77.00 0.00 90 20 \w 45.00 81.00 1.00 1.50 -- 108.00 -50.00 120.00 36 21 \w 41.00 71.00 1.00 1.50 -- 108.00 -25.00 150.00 30 22 \w 26.00 64.00 1.00 1.50 -- 54.00-125.00 30.00 38 23 \w 40.00 67.00 1.00 1.50 -- 54.00-123.00 118.00 27 24 \w 38.00 118.00 1.00 1.50 -- 108.00 -37.00 0.00 80 25 \w 31.00 59.00 1.00 1.50 -- 0.00 57.00-150.00 28 26 \w -21.00 27.00 1.00 1.50 -- 0.00 57.00-150.00 48 27 \w -32.00 10.00 1.00 1.50 -- 0.00 -57.00 0.00 42 28 \w -36.00 -9.00 1.00 1.50 -- 0.00 -57.00 90.00 27 29 \w -12.00 74.00 1.00 1.50 -- 54.00 -37.00 150.00 86 30 \w -15.00 24.00 1.00 1.50 -- 54.00 -57.00 120.00 39 31 \w -16.00 42.00 1.00 1.50 -- 54.00 -77.00 -60.00 58 32 \w -69.00 -40.00 1.00 1.50 -- 0.00 -57.00 90.00 29 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0211557000 _diffrn_orient_matrix_UB_12 -0.0568033000 _diffrn_orient_matrix_UB_13 -0.0493111000 _diffrn_orient_matrix_UB_21 0.0721450000 _diffrn_orient_matrix_UB_22 0.0266819000 _diffrn_orient_matrix_UB_23 0.0628360000 _diffrn_orient_matrix_UB_31 0.0065993000 _diffrn_orient_matrix_UB_32 -0.1099498000 _diffrn_orient_matrix_UB_33 0.0407198000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_unetI/netI 0.0246 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 16290 _diffrn_reflns_theta_full 67.07 _diffrn_reflns_theta_max 67.07 _diffrn_reflns_theta_min 4.23 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.693 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.71981 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light orange' _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2000 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.524 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.051 _refine_ls_extinction_coef 0.00044(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 354 _refine_ls_number_reflns 4594 _refine_ls_number_restraints 60 _refine_ls_restrained_S_all 1.088 _refine_ls_R_factor_all 0.0967 _refine_ls_R_factor_gt 0.0745 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1386P)^2^+4.2806P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2210 _refine_ls_wR_factor_ref 0.2422 _reflns_number_gt 3406 _reflns_number_total 4594 _reflns_threshold_expression >2sigma(I) _cod_data_source_file d0cc05757f2.cif _cod_data_source_block exp_3249 _cod_original_cell_volume 5134.1(6) _cod_database_code 7127760 _chemical_oxdiff_formula 'C1 H1 N1 O1' _reflns_odcompleteness_completeness 99.83 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints C15 \\sim C16 \\sim C17 \\sim C18 \\sim C16' \\sim C17' \\sim C18': within 1.7A with sigma of 0.005 and sigma for terminal atoms of 0.005 3. Others Sof(C16')=Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(C17')=Sof(H17D)=Sof(H17E)= Sof(H17F)=Sof(C18')=Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1) Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)= Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1) 4.a Me refined with riding coordinates: C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C16'(H16D,H16E, H16F), C17'(H17D,H17E,H17F), C18'(H18D,H18E,H18F) 4.b Aromatic/amide H refined with riding coordinates: C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C19(H19), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C31(H31) ; _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.402 _oxdiff_exptl_absorpt_empirical_full_min 0.640 _shelx_res_file ; TITL CF solution in C2/c CELL 1.54184 24.54406 12.16985 20.66627 90 123.726 90 ZERR 8 0.0019 0.0004 0.00164 0 0.0112 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H O B F UNIT 248 200 16 8 16 SIMU 0.005 0.005 1.7 C15 C16 C17 C18 C16' C17' C18' L.S. 4 PLAN 25 FREE C18' C16' BOND $H fmap 2 acta SHEL 999 0.837 REM D:/data/20190410/3249-gengyan/olex2_exp_3249/exp_3249.hkl WGHT 0.138600 4.280600 EXTI 0.000440 FVAR 2.19340 0.57736 B1 4 0.300629 0.484168 0.391368 11.00000 0.17795 0.04122 = 0.15169 0.00517 0.13944 0.00601 C1 1 0.397441 0.542899 0.241964 11.00000 0.06183 0.06282 = 0.07284 0.00498 0.03681 -0.00762 AFIX 43 H1 2 0.400073 0.468487 0.233791 11.00000 -1.20000 AFIX 0 C2 1 0.408659 0.623157 0.199360 11.00000 0.05196 0.08513 = 0.06232 0.00372 0.02768 -0.00605 C3 1 0.422190 0.591716 0.145173 11.00000 0.08029 0.09713 = 0.07854 0.00181 0.04658 -0.00605 AFIX 43 H3 2 0.423963 0.517468 0.135838 11.00000 -1.20000 AFIX 0 C4 1 0.432899 0.668495 0.105531 11.00000 0.08844 0.13167 = 0.07988 0.02176 0.04526 -0.01507 AFIX 43 H4 2 0.441858 0.646976 0.069176 11.00000 -1.20000 AFIX 0 C5 1 0.430265 0.782192 0.120215 11.00000 0.11589 0.12999 = 0.09373 0.03391 0.05773 -0.01958 AFIX 43 H5 2 0.438368 0.834596 0.093797 11.00000 -1.20000 AFIX 0 C6 1 0.416523 0.814475 0.170672 11.00000 0.11929 0.09812 = 0.11455 0.02497 0.07012 -0.01731 AFIX 43 H6 2 0.414385 0.889096 0.178732 11.00000 -1.20000 AFIX 0 C7 1 0.404711 0.734184 0.213709 11.00000 0.07680 0.06435 = 0.08451 0.01390 0.03953 -0.00229 C8 1 0.390099 0.765488 0.266810 11.00000 0.11547 0.05298 = 0.12689 0.00673 0.08173 -0.00679 AFIX 43 H8 2 0.388363 0.839667 0.276343 11.00000 -1.20000 AFIX 0 C9 1 0.378310 0.688563 0.304969 11.00000 0.09500 0.05396 = 0.10634 0.00865 0.06579 -0.00534 AFIX 43 H9 2 0.366900 0.710719 0.339013 11.00000 -1.20000 AFIX 0 C10 1 0.383087 0.574369 0.293854 11.00000 0.06365 0.05894 = 0.07336 0.00875 0.04202 -0.00577 C11 1 0.366867 0.494446 0.334151 11.00000 0.07399 0.04605 = 0.07183 -0.00019 0.04742 -0.00941 C12 1 0.398874 0.393553 0.363127 11.00000 0.06793 0.04848 = 0.06521 -0.00117 0.04285 -0.00869 C13 1 0.457608 0.361603 0.371815 11.00000 0.06257 0.05731 = 0.07231 -0.00011 0.04159 -0.01247 AFIX 43 H13 2 0.482503 0.406387 0.361307 11.00000 -1.20000 AFIX 0 C14 1 0.473430 0.253742 0.398305 11.00000 0.05752 0.05796 = 0.07305 -0.00368 0.03678 -0.00734 C15 1 0.532603 0.188973 0.416226 11.00000 0.07909 0.08168 = 0.14615 0.01339 0.07553 0.01095 PART 1 C16 1 0.573297 0.252929 0.391777 21.00000 0.08324 0.09367 = 0.16240 0.01133 0.07873 0.00502 AFIX 33 H16A 2 0.609415 0.208379 0.401566 21.00000 -1.50000 H16B 2 0.589624 0.319676 0.421327 21.00000 -1.50000 H16C 2 0.545968 0.270209 0.337347 21.00000 -1.50000 AFIX 0 C17 1 0.505612 0.088814 0.358715 21.00000 0.09625 0.08951 = 0.16362 -0.00636 0.08219 0.01334 AFIX 33 H17A 2 0.476556 0.114884 0.306413 21.00000 -1.50000 H17B 2 0.482276 0.040184 0.371726 21.00000 -1.50000 H17C 2 0.541492 0.050104 0.362828 21.00000 -1.50000 AFIX 0 C18 1 0.566705 0.144342 0.493503 21.00000 0.09989 0.11262 = 0.15869 0.02493 0.05185 0.02656 AFIX 33 H18A 2 0.536820 0.102140 0.499659 21.00000 -1.50000 H18B 2 0.584442 0.203197 0.530688 21.00000 -1.50000 H18C 2 0.601652 0.097849 0.501827 21.00000 -1.50000 AFIX 0 PART 0 C19 1 0.423802 0.215175 0.405779 11.00000 0.06373 0.04581 = 0.07125 0.00098 0.04078 -0.00469 AFIX 43 H19 2 0.421944 0.144662 0.421802 11.00000 -1.20000 AFIX 0 C20 1 0.376811 0.297763 0.385707 11.00000 0.06855 0.04184 = 0.06762 -0.00019 0.04577 -0.00551 C21 1 0.320989 0.285617 0.386355 11.00000 0.07569 0.04055 = 0.07546 0.00146 0.05397 -0.00014 C22 1 0.298796 0.177914 0.396483 11.00000 0.06126 0.03969 = 0.07368 0.00306 0.04601 0.00128 C23 1 0.296313 0.086395 0.357197 11.00000 0.06212 0.04731 = 0.06709 0.00495 0.04436 0.00228 AFIX 43 H23 2 0.310068 0.090458 0.323433 11.00000 -1.20000 AFIX 0 C24 1 0.273205 -0.014994 0.366651 11.00000 0.05207 0.04173 = 0.06057 0.00470 0.03147 0.00447 C25 1 0.268006 -0.110284 0.324965 11.00000 0.08043 0.04736 = 0.07434 0.00043 0.04773 0.00401 AFIX 43 H25 2 0.281083 -0.108205 0.290499 11.00000 -1.20000 AFIX 0 C26 1 0.244077 -0.205435 0.334474 11.00000 0.08700 0.04291 = 0.08752 -0.00389 0.04403 -0.00034 AFIX 43 H26 2 0.240816 -0.267627 0.306373 11.00000 -1.20000 AFIX 0 C27 1 0.224252 -0.210334 0.386505 11.00000 0.07801 0.04466 = 0.10124 0.00717 0.05187 -0.00593 AFIX 43 H27 2 0.207943 -0.275696 0.392607 11.00000 -1.20000 AFIX 0 C28 1 0.228776 -0.120710 0.427592 11.00000 0.06938 0.04833 = 0.09204 0.01061 0.05200 -0.00032 AFIX 43 H28 2 0.215697 -0.125121 0.461995 11.00000 -1.20000 AFIX 0 C29 1 0.253253 -0.019449 0.419148 11.00000 0.05173 0.04500 = 0.06847 0.00571 0.03679 0.00230 C30 1 0.257206 0.075693 0.459931 11.00000 0.07732 0.05336 = 0.08559 0.00169 0.06256 -0.00199 AFIX 43 H30 2 0.245263 0.072623 0.495445 11.00000 -1.20000 AFIX 0 C31 1 0.278261 0.172212 0.448171 11.00000 0.08172 0.04560 = 0.08870 -0.00486 0.06409 -0.00466 AFIX 43 H31 2 0.279172 0.235067 0.474350 11.00000 -1.20000 AFIX 0 PART 2 C16' 1 0.542662 0.079071 0.457464 -21.00000 0.08911 0.08890 = 0.16085 0.02157 0.06243 0.01724 AFIX 33 H16D 2 0.506345 0.031385 0.424436 -21.00000 -1.50000 H16E 2 0.545514 0.091306 0.505148 -21.00000 -1.50000 H16F 2 0.582436 0.045587 0.468672 -21.00000 -1.50000 AFIX 0 C17' 1 0.595577 0.257890 0.469060 -21.00000 0.07981 0.09415 = 0.16262 0.01030 0.06195 0.00429 AFIX 33 H17D 2 0.632275 0.221497 0.473648 -21.00000 -1.50000 H17E 2 0.603157 0.265489 0.519684 -21.00000 -1.50000 H17F 2 0.590238 0.329296 0.446516 -21.00000 -1.50000 AFIX 0 C18' 1 0.531868 0.169578 0.344100 -21.00000 0.09841 0.10171 = 0.16183 0.00199 0.07324 0.01474 AFIX 33 H18D 2 0.500262 0.113752 0.313136 -21.00000 -1.50000 H18E 2 0.574500 0.146092 0.358310 -21.00000 -1.50000 H18F 2 0.520371 0.236470 0.314674 -21.00000 -1.50000 AFIX 0 PART 0 F1 5 0.246372 0.538392 0.374184 11.00000 0.25936 0.05525 = 0.34044 0.05204 0.26722 0.05014 F2 5 0.351412 0.499073 0.466146 11.00000 0.29641 0.07678 = 0.13321 -0.02656 0.15659 -0.04867 O1 3 0.318763 0.527447 0.338792 11.00000 0.09780 0.04642 = 0.10705 0.01145 0.07721 0.00413 O2 3 0.283596 0.366538 0.379578 11.00000 0.11069 0.04056 = 0.14008 0.01239 0.10113 0.00981 HKLF 4 REM CF solution in C2/c REM R1 = 0.0745 for 3406 Fo > 4sig(Fo) and 0.0967 for all 4594 data REM 354 parameters refined using 60 restraints END WGHT 0.1380 4.2703 REM Highest difference peak 0.524, deepest hole -0.400, 1-sigma level 0.051 Q1 1 0.3862 0.8370 0.2300 11.00000 0.05 0.52 Q2 1 0.4181 0.5401 0.1883 11.00000 0.05 0.52 Q3 1 0.4214 0.7256 0.1373 11.00000 0.05 0.41 Q4 1 0.3804 0.6396 0.2698 11.00000 0.05 0.40 Q5 1 0.3873 0.7023 0.2318 11.00000 0.05 0.31 Q6 1 0.5294 0.0749 0.4068 11.00000 0.05 0.30 Q7 1 0.4131 0.6698 0.1764 11.00000 0.05 0.30 Q8 1 0.2952 0.5682 0.4219 11.00000 0.05 0.24 Q9 1 0.3860 0.5255 0.2749 11.00000 0.05 0.22 Q10 1 0.5894 0.2554 0.4302 11.00000 0.05 0.21 Q11 1 0.3895 0.5048 0.4711 11.00000 0.05 0.20 Q12 1 0.4089 0.8633 0.1328 11.00000 0.05 0.19 Q13 1 0.5885 0.3184 0.4906 11.00000 0.05 0.18 Q14 1 0.3900 0.3512 0.3780 11.00000 0.05 0.18 Q15 1 0.3560 0.5400 0.3872 11.00000 0.05 0.17 Q16 1 0.2681 -0.0190 0.3961 11.00000 0.05 0.16 Q17 1 0.3034 0.2201 0.3883 11.00000 0.05 0.15 Q18 1 0.2333 0.5227 0.3327 11.00000 0.05 0.14 Q19 1 0.3210 0.3828 0.4235 11.00000 0.05 0.14 Q20 1 0.2158 0.0623 0.5463 11.00000 0.05 0.13 Q21 1 0.4132 0.3855 0.2312 11.00000 0.05 0.13 Q22 1 0.2255 -0.1147 0.4930 11.00000 0.05 0.13 Q23 1 0.3731 0.4381 0.3241 11.00000 0.05 0.12 Q24 1 0.5356 0.1031 0.3641 11.00000 0.05 0.12 Q25 1 0.2707 0.1739 0.4027 11.00000 0.05 0.12 REM The information below was added by Olex2. REM REM R1 = 0.0745 for 3406 Fo > 4sig(Fo) and 0.0967 for all 17295 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.52, deepest hole -0.40 REM Mean Shift 0, Max Shift 0. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0967 REM R1_gt = 0.0745 REM wR_ref = 0.2422 REM GOOF = 1.057 REM Shift_max = 0 REM Shift_mean = 0 REM Reflections_all = 17295 REM Reflections_gt = 3406 REM Parameters = n/a REM Hole = 0.52 REM Peak = -0.40 REM Flack = n/a ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z+1/2' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x, -y, z-1/2' 7 '-x+1/2, -y+1/2, -z' 8 '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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.3006(3) 0.4842(3) 0.3914(4) 0.0980(18) Uani 1 1 d . . . C1 C 0.39744(15) 0.5429(3) 0.24196(19) 0.0661(8) Uani 1 1 d . . . H1 H 0.4001 0.4685 0.2338 0.079 Uiso 1 1 calc R . . C2 C 0.40866(15) 0.6232(3) 0.19936(18) 0.0686(8) Uani 1 1 d . . . C3 C 0.42219(18) 0.5917(4) 0.1452(2) 0.0840(10) Uani 1 1 d . . . H3 H 0.4240 0.5175 0.1358 0.101 Uiso 1 1 calc R . . C4 C 0.4329(2) 0.6685(5) 0.1055(3) 0.1008(14) Uani 1 1 d . . . H4 H 0.4419 0.6470 0.0692 0.121 Uiso 1 1 calc R . . C5 C 0.4303(2) 0.7822(5) 0.1202(3) 0.1135(17) Uani 1 1 d . . . H5 H 0.4384 0.8346 0.0938 0.136 Uiso 1 1 calc R . . C6 C 0.4165(2) 0.8145(4) 0.1707(3) 0.1079(15) Uani 1 1 d . . . H6 H 0.4144 0.8891 0.1787 0.129 Uiso 1 1 calc R . . C7 C 0.40471(18) 0.7342(3) 0.2137(2) 0.0780(9) Uani 1 1 d . . . C8 C 0.3901(2) 0.7655(3) 0.2668(3) 0.0907(12) Uani 1 1 d . . . H8 H 0.3884 0.8397 0.2763 0.109 Uiso 1 1 calc R . . C9 C 0.37831(19) 0.6886(3) 0.3050(2) 0.0798(10) Uani 1 1 d . . . H9 H 0.3669 0.7107 0.3390 0.096 Uiso 1 1 calc R . . C10 C 0.38309(15) 0.5744(3) 0.29385(19) 0.0632(8) Uani 1 1 d . . . C11 C 0.36687(16) 0.4944(2) 0.33415(18) 0.0602(7) Uani 1 1 d . . . C12 C 0.39887(14) 0.3936(2) 0.36313(17) 0.0574(7) Uani 1 1 d . . . C13 C 0.45761(15) 0.3616(2) 0.37182(18) 0.0618(7) Uani 1 1 d . . . H13 H 0.4825 0.4064 0.3613 0.074 Uiso 1 1 calc R . . C14 C 0.47343(14) 0.2537(3) 0.39830(19) 0.0626(7) Uani 1 1 d . A . C15 C 0.5326(2) 0.1890(4) 0.4162(3) 0.0954(11) Uani 1 1 d U . . C16 C 0.5733(4) 0.2529(7) 0.3918(6) 0.1075(18) Uani 0.577(5) 1 d PU A 1 H16A H 0.6094 0.2084 0.4016 0.161 Uiso 0.577(5) 1 calc PR A 1 H16B H 0.5896 0.3197 0.4213 0.161 Uiso 0.577(5) 1 calc PR A 1 H16C H 0.5460 0.2702 0.3373 0.161 Uiso 0.577(5) 1 calc PR A 1 C17 C 0.5056(4) 0.0888(7) 0.3587(6) 0.111(2) Uani 0.577(5) 1 d PU A 1 H17A H 0.4766 0.1149 0.3064 0.167 Uiso 0.577(5) 1 calc PR A 1 H17B H 0.4823 0.0402 0.3717 0.167 Uiso 0.577(5) 1 calc PR A 1 H17C H 0.5415 0.0501 0.3628 0.167 Uiso 0.577(5) 1 calc PR A 1 C18 C 0.5667(5) 0.1443(9) 0.4935(7) 0.134(3) Uani 0.577(5) 1 d PU A 1 H18A H 0.5368 0.1021 0.4997 0.202 Uiso 0.577(5) 1 calc PR A 1 H18B H 0.5844 0.2032 0.5307 0.202 Uiso 0.577(5) 1 calc PR A 1 H18C H 0.6017 0.0978 0.5018 0.202 Uiso 0.577(5) 1 calc PR A 1 C19 C 0.42380(14) 0.2152(2) 0.40578(18) 0.0585(7) Uani 1 1 d . . . H19 H 0.4219 0.1447 0.4218 0.070 Uiso 1 1 calc R A . C20 C 0.37681(15) 0.2978(2) 0.38571(17) 0.0551(7) Uani 1 1 d . A . C21 C 0.32099(15) 0.2856(2) 0.38635(18) 0.0575(7) Uani 1 1 d . . . C22 C 0.29880(14) 0.1779(2) 0.39648(17) 0.0536(7) Uani 1 1 d . A . C23 C 0.29631(13) 0.0864(2) 0.35720(17) 0.0543(7) Uani 1 1 d . . . H23 H 0.3101 0.0905 0.3234 0.065 Uiso 1 1 calc R A . C24 C 0.27320(13) -0.0150(2) 0.36665(16) 0.0514(6) Uani 1 1 d . A . C25 C 0.26801(16) -0.1103(2) 0.32497(19) 0.0648(8) Uani 1 1 d . . . H25 H 0.2811 -0.1082 0.2905 0.078 Uiso 1 1 calc R A . C26 C 0.24408(18) -0.2054(3) 0.3345(2) 0.0748(9) Uani 1 1 d . A . H26 H 0.2408 -0.2676 0.3064 0.090 Uiso 1 1 calc R . . C27 C 0.22425(17) -0.2103(3) 0.3865(2) 0.0735(9) Uani 1 1 d . . . H27 H 0.2079 -0.2757 0.3926 0.088 Uiso 1 1 calc R A . C28 C 0.22878(15) -0.1207(2) 0.4276(2) 0.0661(8) Uani 1 1 d . A . H28 H 0.2157 -0.1251 0.4620 0.079 Uiso 1 1 calc R . . C29 C 0.25325(13) -0.0194(2) 0.41915(17) 0.0532(7) Uani 1 1 d . . . C30 C 0.25721(15) 0.0757(2) 0.45993(19) 0.0628(8) Uani 1 1 d . A . H30 H 0.2453 0.0726 0.4954 0.075 Uiso 1 1 calc R . . C31 C 0.27826(16) 0.1722(2) 0.4482(2) 0.0630(8) Uani 1 1 d . . . H31 H 0.2792 0.2351 0.4743 0.076 Uiso 1 1 calc R A . C16' C 0.5427(6) 0.0791(10) 0.4575(9) 0.117(3) Uani 0.423(5) 1 d PU A 2 H16D H 0.5063 0.0314 0.4244 0.175 Uiso 0.423(5) 1 calc PR A 2 H16E H 0.5455 0.0913 0.5051 0.175 Uiso 0.423(5) 1 calc PR A 2 H16F H 0.5824 0.0456 0.4687 0.175 Uiso 0.423(5) 1 calc PR A 2 C17' C 0.5956(5) 0.2579(10) 0.4691(9) 0.115(2) Uani 0.423(5) 1 d PU A 2 H17D H 0.6323 0.2215 0.4736 0.173 Uiso 0.423(5) 1 calc PR A 2 H17E H 0.6032 0.2655 0.5197 0.173 Uiso 0.423(5) 1 calc PR A 2 H17F H 0.5902 0.3293 0.4465 0.173 Uiso 0.423(5) 1 calc PR A 2 C18' C 0.5319(6) 0.1696(11) 0.3441(9) 0.120(2) Uani 0.423(5) 1 d PU A 2 H18D H 0.5003 0.1138 0.3131 0.180 Uiso 0.423(5) 1 calc PR A 2 H18E H 0.5745 0.1461 0.3583 0.180 Uiso 0.423(5) 1 calc PR A 2 H18F H 0.5204 0.2365 0.3147 0.180 Uiso 0.423(5) 1 calc PR A 2 F1 F 0.2464(2) 0.53839(19) 0.3742(3) 0.1645(18) Uani 1 1 d . . . F2 F 0.3514(2) 0.4991(2) 0.4661(2) 0.1488(15) Uani 1 1 d . . . O1 O 0.31876(12) 0.52745(17) 0.33879(15) 0.0729(7) Uani 1 1 d . . . O2 O 0.28360(13) 0.36654(16) 0.37958(17) 0.0802(8) Uani 1 1 d . A . 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 B1 0.178(5) 0.0412(19) 0.152(5) 0.005(2) 0.139(5) 0.006(2) C1 0.0618(17) 0.0628(18) 0.0728(19) 0.0050(15) 0.0368(15) -0.0076(14) C2 0.0520(15) 0.085(2) 0.0623(17) 0.0037(15) 0.0277(14) -0.0060(15) C3 0.080(2) 0.097(3) 0.079(2) 0.0018(19) 0.0466(19) -0.006(2) C4 0.088(3) 0.132(4) 0.080(2) 0.022(2) 0.045(2) -0.015(3) C5 0.116(4) 0.130(4) 0.094(3) 0.034(3) 0.058(3) -0.020(3) C6 0.119(4) 0.098(3) 0.115(3) 0.025(3) 0.070(3) -0.017(3) C7 0.077(2) 0.064(2) 0.085(2) 0.0139(17) 0.0395(19) -0.0023(16) C8 0.115(3) 0.0530(19) 0.127(3) 0.007(2) 0.082(3) -0.0068(19) C9 0.095(2) 0.0540(18) 0.106(3) 0.0086(17) 0.066(2) -0.0053(16) C10 0.0636(17) 0.0589(17) 0.0734(18) 0.0087(14) 0.0420(15) -0.0058(13) C11 0.0740(18) 0.0460(15) 0.0718(18) -0.0002(12) 0.0474(16) -0.0094(13) C12 0.0679(17) 0.0485(15) 0.0652(17) -0.0012(12) 0.0429(14) -0.0087(12) C13 0.0626(17) 0.0573(16) 0.0723(18) -0.0001(13) 0.0416(15) -0.0125(13) C14 0.0575(16) 0.0580(17) 0.0730(18) -0.0037(14) 0.0368(15) -0.0073(13) C15 0.0791(19) 0.082(2) 0.146(3) 0.013(2) 0.076(2) 0.0109(16) C16 0.083(3) 0.094(3) 0.162(4) 0.011(3) 0.079(3) 0.005(2) C17 0.096(3) 0.090(3) 0.164(4) -0.006(3) 0.082(3) 0.013(3) C18 0.100(4) 0.113(4) 0.159(5) 0.025(4) 0.052(4) 0.027(3) C19 0.0637(16) 0.0458(14) 0.0713(17) 0.0010(12) 0.0408(15) -0.0047(12) C20 0.0686(17) 0.0418(13) 0.0676(16) -0.0002(12) 0.0458(14) -0.0055(12) C21 0.0757(18) 0.0405(14) 0.0755(18) 0.0015(12) 0.0540(16) -0.0001(12) C22 0.0613(16) 0.0397(13) 0.0737(17) 0.0031(12) 0.0460(15) 0.0013(11) C23 0.0621(15) 0.0473(14) 0.0671(16) 0.0050(12) 0.0444(14) 0.0023(12) C24 0.0521(14) 0.0417(13) 0.0606(15) 0.0047(11) 0.0315(13) 0.0045(10) C25 0.080(2) 0.0474(15) 0.0743(19) 0.0004(13) 0.0477(17) 0.0040(14) C26 0.087(2) 0.0429(15) 0.088(2) -0.0039(15) 0.0440(19) -0.0003(14) C27 0.078(2) 0.0447(16) 0.101(3) 0.0072(16) 0.052(2) -0.0059(14) C28 0.0694(18) 0.0483(16) 0.092(2) 0.0106(15) 0.0520(17) -0.0003(13) C29 0.0517(14) 0.0450(14) 0.0685(17) 0.0057(12) 0.0368(13) 0.0023(11) C30 0.0773(19) 0.0534(16) 0.086(2) 0.0017(14) 0.0626(18) -0.0020(14) C31 0.082(2) 0.0456(15) 0.089(2) -0.0049(14) 0.0641(18) -0.0047(13) C16' 0.089(4) 0.089(4) 0.161(5) 0.022(4) 0.062(4) 0.017(3) C17' 0.080(3) 0.094(4) 0.163(4) 0.010(4) 0.062(4) 0.004(3) C18' 0.098(3) 0.102(3) 0.162(4) 0.002(3) 0.073(3) 0.015(3) F1 0.259(4) 0.0552(13) 0.340(5) 0.052(2) 0.267(4) 0.0501(18) F2 0.296(5) 0.0768(17) 0.133(2) -0.0266(15) 0.157(3) -0.049(2) O1 0.0978(16) 0.0464(11) 0.1071(17) 0.0115(11) 0.0772(15) 0.0041(10) O2 0.1107(18) 0.0406(11) 0.140(2) 0.0124(12) 0.1011(18) 0.0098(11) 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' O O 0.0492 0.0322 '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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 B1 F2 112.6(4) . . ? F1 B1 O1 106.8(4) . . ? F1 B1 O2 106.5(4) . . ? F2 B1 O1 109.2(4) . . ? F2 B1 O2 108.4(4) . . ? O2 B1 O1 113.4(3) . . ? C2 C1 H1 119.6 . . ? C10 C1 H1 119.6 . . ? C10 C1 C2 120.9(3) . . ? C3 C2 C1 121.3(4) . . ? C3 C2 C7 120.9(3) . . ? C7 C2 C1 117.8(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 C2 120.6(4) . . ? C4 C3 H3 119.7 . . ? C3 C4 H4 120.3 . . ? C3 C4 C5 119.4(4) . . ? C5 C4 H4 120.3 . . ? C4 C5 H5 119.4 . . ? C6 C5 C4 121.2(4) . . ? C6 C5 H5 119.4 . . ? C5 C6 H6 119.7 . . ? C5 C6 C7 120.5(5) . . ? C7 C6 H6 119.7 . . ? C2 C7 C6 117.3(4) . . ? C8 C7 C2 120.9(3) . . ? C8 C7 C6 121.8(4) . . ? C7 C8 H8 119.9 . . ? C9 C8 C7 120.3(4) . . ? C9 C8 H8 119.9 . . ? C8 C9 H9 119.4 . . ? C8 C9 C10 121.1(4) . . ? C10 C9 H9 119.4 . . ? C1 C10 C9 118.9(3) . . ? C1 C10 C11 122.1(3) . . ? C9 C10 C11 118.8(3) . . ? C12 C11 C10 123.9(3) . . ? O1 C11 C10 112.3(3) . . ? O1 C11 C12 123.8(3) . . ? C11 C12 C13 126.1(3) . . ? C11 C12 C20 127.9(3) . . ? C13 C12 C20 105.9(2) . . ? C12 C13 H13 124.6 . . ? C14 C13 C12 110.7(3) . . ? C14 C13 H13 124.6 . . ? C13 C14 C15 127.6(3) . . ? C19 C14 C13 106.9(3) . . ? C19 C14 C15 125.4(3) . . ? C14 C15 C16 111.3(4) . . ? C14 C15 C17 106.0(4) . . ? C14 C15 C16' 115.4(5) . . ? C14 C15 C17' 109.7(5) . . ? C16 C15 C17 102.7(6) . . ? C18 C15 C14 111.0(6) . . ? C18 C15 C16 117.9(7) . . ? C18 C15 C17 106.8(7) . . ? C18 C15 C16' 40.2(6) . . ? C18 C15 C17' 71.6(7) . . ? C18 C15 C18' 136.4(7) . . ? C16' C15 C16 133.2(6) . . ? C16' C15 C17 67.2(7) . . ? C16' C15 C17' 106.9(8) . . ? C17' C15 C16 52.4(6) . . ? C17' C15 C17 142.1(6) . . ? C18' C15 C14 111.1(6) . . ? C18' C15 C16 53.9(6) . . ? C18' C15 C17 50.0(6) . . ? C18' C15 C16' 109.0(8) . . ? C18' C15 C17' 104.0(8) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19 124.7 . . ? C14 C19 C20 110.5(3) . . ? C20 C19 H19 124.7 . . ? C19 C20 C12 105.9(2) . . ? C21 C20 C12 129.0(3) . . ? C21 C20 C19 125.0(2) . . ? C20 C21 C22 122.7(2) . . ? O2 C21 C20 124.1(2) . . ? O2 C21 C22 113.2(2) . . ? C23 C22 C21 122.7(2) . . ? C23 C22 C31 119.6(2) . . ? C31 C22 C21 117.7(2) . . ? C22 C23 H23 119.3 . . ? C22 C23 C24 121.3(3) . . ? C24 C23 H23 119.3 . . ? C23 C24 C29 118.3(2) . . ? C25 C24 C23 122.7(3) . . ? C25 C24 C29 119.0(3) . . ? C24 C25 H25 119.6 . . ? C26 C25 C24 120.8(3) . . ? C26 C25 H25 119.6 . . ? C25 C26 H26 119.8 . . ? C25 C26 C27 120.4(3) . . ? C27 C26 H26 119.8 . . ? C26 C27 H27 119.8 . . ? C28 C27 C26 120.3(3) . . ? C28 C27 H27 119.8 . . ? C27 C28 H28 119.5 . . ? C27 C28 C29 121.1(3) . . ? C29 C28 H28 119.5 . . ? C24 C29 C28 118.4(3) . . ? C30 C29 C24 119.3(2) . . ? C30 C29 C28 122.3(3) . . ? C29 C30 H30 119.6 . . ? C31 C30 C29 120.8(3) . . ? C31 C30 H30 119.6 . . ? C22 C31 H31 119.7 . . ? C30 C31 C22 120.6(3) . . ? C30 C31 H31 119.7 . . ? C15 C16' H16D 109.5 . . ? C15 C16' H16E 109.5 . . ? C15 C16' H16F 109.5 . . ? H16D C16' H16E 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C15 C17' H17D 109.5 . . ? C15 C17' H17E 109.5 . . ? C15 C17' H17F 109.5 . . ? H17D C17' H17E 109.5 . . ? H17D C17' H17F 109.5 . . ? H17E C17' H17F 109.5 . . ? C15 C18' H18D 109.5 . . ? C15 C18' H18E 109.5 . . ? C15 C18' H18F 109.5 . . ? H18D C18' H18E 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? C11 O1 B1 126.8(3) . . ? C21 O2 B1 126.9(3) . . ? 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 B1 F1 1.345(6) . ? B1 F2 1.355(8) . ? B1 O1 1.481(5) . ? B1 O2 1.473(5) . ? C1 H1 0.9300 . ? C1 C2 1.440(4) . ? C1 C10 1.357(5) . ? C2 C3 1.387(5) . ? C2 C7 1.398(5) . ? C3 H3 0.9300 . ? C3 C4 1.361(5) . ? C4 H4 0.9300 . ? C4 C5 1.426(7) . ? C5 H5 0.9300 . ? C5 C6 1.321(7) . ? C6 H6 0.9300 . ? C6 C7 1.455(5) . ? C7 C8 1.384(6) . ? C8 H8 0.9300 . ? C8 C9 1.355(5) . ? C9 H9 0.9300 . ? C9 C10 1.424(5) . ? C10 C11 1.472(4) . ? C11 C12 1.400(4) . ? C11 O1 1.300(4) . ? C12 C13 1.405(4) . ? C12 C20 1.466(4) . ? C13 H13 0.9300 . ? C13 C14 1.392(4) . ? C14 C15 1.507(5) . ? C14 C19 1.392(4) . ? C15 C16 1.555(8) . ? C15 C17 1.569(10) . ? C15 C18 1.436(12) . ? C15 C16' 1.531(13) . ? C15 C17' 1.553(12) . ? C15 C18' 1.499(15) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19 0.9300 . ? C19 C20 1.408(4) . ? C20 C21 1.385(4) . ? C21 C22 1.478(4) . ? C21 O2 1.300(3) . ? C22 C23 1.360(4) . ? C22 C31 1.413(4) . ? C23 H23 0.9300 . ? C23 C24 1.416(4) . ? C24 C25 1.408(4) . ? C24 C29 1.418(4) . ? C25 H25 0.9300 . ? C25 C26 1.361(4) . ? C26 H26 0.9300 . ? C26 C27 1.406(5) . ? C27 H27 0.9300 . ? C27 C28 1.348(5) . ? C28 H28 0.9300 . ? C28 C29 1.424(4) . ? C29 C30 1.403(4) . ? C30 H30 0.9300 . ? C30 C31 1.358(4) . ? C31 H31 0.9300 . ? C16' H16D 0.9600 . ? C16' H16E 0.9600 . ? C16' H16F 0.9600 . ? C17' H17D 0.9600 . ? C17' H17E 0.9600 . ? C17' H17F 0.9600 . ? C18' H18D 0.9600 . ? C18' H18E 0.9600 . ? C18' H18F 0.9600 . ?