#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:10:59 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306440 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/10/7721010.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_7721010 loop_ _publ_author_name 'Amrutha, P. R.' 'Kundu, Gargi' 'Ganesh, Vemuri Lakshmi' 'Gonnade, Rajesh G.' 'Gopakumar, Gopinadhanpillai' 'Sen, Sakya S.' _publ_section_title ; Reactions of saturated NHC·boranes with electron-deficient alkynes and alkenes. Borirane formation, their reactivities, and coupling of tetracyanoethylene. ; _journal_issue 21 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 8356 _journal_page_last 8365 _journal_paper_doi 10.1039/d6dt00852f _journal_volume 55 _journal_year 2026 _chemical_formula_moiety 'C51 H47 B2 F15 N2 O4, C4 H8 O, C2.05 H4 O0.55' _chemical_formula_sum 'C57.05 H59 B2 F15 N2 O5.55' _chemical_formula_weight 1168.08 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _audit_creation_date 2025-09-02 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2025-10-07 deposited with the CCDC. 2026-05-07 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 103.710(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.2296(6) _cell_length_b 21.9553(10) _cell_length_c 19.6771(9) _cell_measurement_reflns_used 221772 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 25.499 _cell_measurement_theta_min 2.139 _cell_volume 5552.6(4) _computing_cell_refinement 'SAINT (Bruker, 2016)' _computing_data_collection 'APEX3 (Bruker, 2016)' _computing_data_reduction 'SAINT (Bruker, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'Photon II CPAD Area Detector' _diffrn_detector_area_resol_mean 7.39 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'multilayer mirrors' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0803 _diffrn_reflns_av_unetI/netI 0.0251 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 258832 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.499 _diffrn_reflns_theta_min 2.324 _diffrn_source 'micro-focus sealed tube' _diffrn_source_type 'Incoatech I\mS HB' _exptl_absorpt_coefficient_mu 0.122 _exptl_absorpt_correction_T_max 0.1504 _exptl_absorpt_correction_T_min 0.1103 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10 ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.397 _exptl_crystal_description block _exptl_crystal_F_000 2419 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.877 _refine_diff_density_min -0.845 _refine_diff_density_rms 0.077 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.158 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 746 _refine_ls_number_reflns 10304 _refine_ls_number_restraints 96 _refine_ls_restrained_S_all 1.157 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0706 _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^)+(0.0521P)^2^+14.4794P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1773 _refine_ls_wR_factor_ref 0.1806 _reflns_Friedel_coverage 0.000 _reflns_number_gt 9429 _reflns_number_total 10304 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00852f2.cif _cod_data_source_block mo_APR_04_11_0ma_a _cod_depositor_comments ; The following automatic conversions were performed: data name '__diffrn_source' was replaced with '_diffrn_source'. Automatic conversion script Id: cif_correct_tags 8170 2020-07-09 18:12:32Z antanas Adding full bibliography for 7721003--7721010.cif. ; _cod_database_code 7721010 _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_max 0.990 _shelx_estimated_absorpt_t_min 0.974 _olex2_refinement_description ; 1. Restrained distances 2. Uiso/Uaniso restraints and constraints : within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1A : with sigma of 0.01 and sigma for terminal atoms of 0.02 3. Rigid body (RIGU) restrains with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 4. Same fragment restrains 5. Others Fixed Sof: O1(0.55) C1(0.55) H1A(0.5) H1B(0.5) C2(0.5) H2A(0.5) H2B(0.5) C3(0.5) H3A(0.5) H3B(0.5) C4(0.5) H4A(0.5) H4B(0.5) 6.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C17(H17), C25(H25), C48(H48), C49(H49) 6.b Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C2(H2A,H2B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B) 6.c Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C20(H20), C21(H21), C22(H22) 6.d Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C46(H46A,H46B,H46C), C51(H51A,H51B,H51C) ; _shelx_res_file ; TITL mo_APR_04_11_0ma_a.res in P2(1)/c mo_APR_04_11_0ma_a.res created by SHELXL-2018/3 at 09:12:17 on 02-Sep-2025 REM Old TITL mo_APR_04_11_0ma in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.187, Rweak 0.017, Alpha 0.040 REM 0.436 for 322 systematic absences, Orientation as input REM Formula found by SHELXT: C58 B F15 N2 O5 CELL 0.71073 13.2296 21.9553 19.6771 90.000 103.710 90.000 ZERR 4.000 0.0006 0.0010 0.0009 0.000 0.002 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H B F N O UNIT 228.2 236 8 60 8 22.2 SADI_THF 0.02 C1 C2 C2 C3 C3 C4 SADI_THF 0.02 O1 C1 O1 C4 SADI_THF 0.04 O1 C2 O1 C3 SADI_THF 0.04 C2 C4 C1 C3 SIMU_THF O1 > C4 RIGU_THF O1 > C4 SAME_THF O1 > C4 EADP_THF O1 > C4 ISOR_THF 0.01 O1 > C4 SIMU 0.04 0.08 1 OMIT -5 0 8 OMIT 0 2 1 OMIT -1 5 9 OMIT 1 1 4 OMIT 3 0 0 OMIT -2 0 2 OMIT 1 1 1 OMIT -3 1 1 OMIT -2 2 2 OMIT -2 1 1 OMIT 0 2 2 OMIT -1 0 2 OMIT -3 0 2 OMIT -4 2 6 OMIT -6 5 1 OMIT -2 3 1 OMIT -2 1 3 OMIT 3 2 2 OMIT -3 1 3 ACTA OMIT -3.0 51.0 LIST 4 CONF SIZE 0.22 0.13 0.08 TEMP -173.150 L.S. 10 BOND FMAP 2 PLAN 20 WGHT 0.052100 14.479383 FVAR 0.10499 MOLE 1 F1 4 0.674053 0.788043 0.628442 11.00000 0.02300 0.04651 = 0.02508 -0.00527 0.00985 -0.00234 F2 4 0.722930 0.869286 0.730380 11.00000 0.04286 0.06490 = 0.03127 -0.01647 0.01254 0.01148 F3 4 0.883705 0.949225 0.734993 11.00000 0.05388 0.03950 = 0.04343 -0.02132 -0.00788 0.00918 F4 4 0.999847 0.939302 0.638224 11.00000 0.03688 0.02763 = 0.04846 0.00502 -0.00755 -0.00772 F5 4 0.958250 0.855173 0.539590 11.00000 0.02155 0.04230 = 0.03074 0.00401 0.00530 -0.00599 F6 4 0.623835 0.671293 0.557819 11.00000 0.02143 0.03765 = 0.03511 0.00865 0.00979 0.00396 F7 4 0.680295 0.573766 0.636005 11.00000 0.04484 0.03550 = 0.04205 0.01057 0.01508 0.00094 F8 4 0.885935 0.545239 0.685050 11.00000 0.05487 0.03073 = 0.04027 0.00770 -0.00251 0.01114 F9 4 1.033535 0.618631 0.653085 11.00000 0.02890 0.03557 = 0.05089 -0.00149 -0.01494 0.00855 F10 4 0.979290 0.718608 0.575858 11.00000 0.01722 0.03416 = 0.04003 -0.00142 0.00031 0.00126 F11 4 0.774079 0.874246 0.435927 11.00000 0.03247 0.03206 = 0.03041 0.00458 0.00689 0.00692 F12 4 0.850425 0.889474 0.322820 11.00000 0.03891 0.05658 = 0.03297 0.01902 0.00656 -0.00493 F13 4 0.939870 0.794092 0.269960 11.00000 0.06122 0.09392 = 0.04134 0.01701 0.03725 0.01444 F14 4 0.946505 0.682290 0.332024 11.00000 0.07026 0.07233 = 0.04887 -0.00256 0.03907 0.02556 F15 4 0.874351 0.666619 0.444092 11.00000 0.04527 0.03747 = 0.03386 -0.00316 0.01912 0.01239 O1 6 0.273049 0.742924 0.437798 11.00000 0.02513 0.05585 = 0.02246 -0.01045 0.00827 -0.01404 O2 6 0.324704 0.773961 0.548669 11.00000 0.02448 0.04063 = 0.01921 -0.00137 0.00864 -0.00401 O3 6 0.641583 0.696790 0.419276 11.00000 0.02360 0.02586 = 0.02174 -0.00529 0.00219 0.00662 O4 6 0.656338 0.774956 0.489949 11.00000 0.01448 0.02536 = 0.01704 -0.00120 0.00261 0.00248 N1 5 0.308607 0.803698 0.290790 11.00000 0.01301 0.02181 = 0.01685 -0.00257 0.00113 0.00209 N2 5 0.296517 0.888768 0.345559 11.00000 0.01658 0.01869 = 0.01592 -0.00254 -0.00089 0.00091 C1 1 0.213341 0.894515 0.281063 11.00000 0.02628 0.02721 = 0.02358 -0.00742 -0.00938 0.00611 AFIX 23 H1A 2 0.228599 0.927753 0.250989 11.00000 -1.20000 H1B 2 0.145149 0.902288 0.291926 11.00000 -1.20000 AFIX 0 C2 1 0.214895 0.833017 0.246382 11.00000 0.01667 0.02538 = 0.01958 -0.00320 -0.00141 0.00278 AFIX 23 H2A 2 0.151272 0.809384 0.246684 11.00000 -1.20000 H2B 2 0.221419 0.837511 0.197542 11.00000 -1.20000 AFIX 0 C3 1 0.350399 0.837182 0.346595 11.00000 0.01481 0.02003 = 0.01626 -0.00047 0.00563 -0.00226 C4 1 0.328279 0.942616 0.388158 11.00000 0.01823 0.01791 = 0.01475 -0.00168 0.00023 0.00196 C5 1 0.400569 0.982070 0.368263 11.00000 0.02169 0.02096 = 0.01589 0.00122 -0.00034 0.00060 C6 1 0.425336 1.035734 0.407050 11.00000 0.02742 0.02055 = 0.02205 0.00087 0.00297 -0.00406 AFIX 43 H6 2 0.475299 1.062785 0.396172 11.00000 -1.20000 AFIX 0 C7 1 0.378794 1.050227 0.460742 11.00000 0.03095 0.01833 = 0.01934 -0.00405 -0.00008 0.00053 AFIX 43 H7 2 0.396009 1.087219 0.485865 11.00000 -1.20000 AFIX 0 C8 1 0.307294 1.011007 0.477920 11.00000 0.02672 0.02274 = 0.01619 -0.00115 0.00184 0.00474 AFIX 43 H8 2 0.275285 1.021661 0.514682 11.00000 -1.20000 AFIX 0 C9 1 0.280852 0.956012 0.442549 11.00000 0.01981 0.02068 = 0.01555 0.00126 -0.00031 0.00420 C10 1 0.201136 0.914260 0.462884 11.00000 0.02235 0.02289 = 0.02148 0.00003 0.00431 0.00132 AFIX 13 H10 2 0.208448 0.872806 0.443543 11.00000 -1.20000 AFIX 0 C11 1 0.089766 0.936782 0.432033 11.00000 0.02111 0.04834 = 0.03737 0.01123 0.00499 0.00099 AFIX 137 H11A 2 0.080392 0.944360 0.381841 11.00000 -1.50000 H11B 2 0.077832 0.974598 0.455416 11.00000 -1.50000 H11C 2 0.040029 0.905756 0.439160 11.00000 -1.50000 AFIX 0 C12 1 0.217891 0.908739 0.542223 11.00000 0.03180 0.03320 = 0.02505 0.00366 0.00877 -0.00090 AFIX 137 H12A 2 0.289219 0.895157 0.562543 11.00000 -1.50000 H12B 2 0.168710 0.879055 0.553133 11.00000 -1.50000 H12C 2 0.206486 0.948467 0.561853 11.00000 -1.50000 AFIX 0 C13 1 0.448951 0.969595 0.306949 11.00000 0.02753 0.02236 = 0.02109 -0.00157 0.00852 -0.00123 AFIX 13 H13 2 0.426295 0.927981 0.288924 11.00000 -1.20000 AFIX 0 MOLE 2 C14 1 0.408561 1.014965 0.247042 11.00000 0.03685 0.03136 = 0.02077 -0.00024 0.00648 -0.00034 AFIX 137 H14A 2 0.332581 1.012158 0.232171 11.00000 -1.50000 H14B 2 0.438903 1.005204 0.207503 11.00000 -1.50000 H14C 2 0.428481 1.056423 0.263307 11.00000 -1.50000 AFIX 0 C15 1 0.567555 0.969688 0.327731 11.00000 0.02910 0.02778 = 0.03130 0.00170 0.00955 0.00017 AFIX 137 H15A 2 0.591866 0.938456 0.363447 11.00000 -1.50000 H15B 2 0.592334 1.009741 0.346552 11.00000 -1.50000 H15C 2 0.594692 0.960926 0.286551 11.00000 -1.50000 AFIX 0 C16 1 0.105144 0.681761 0.223509 11.00000 0.02358 0.04339 = 0.03025 -0.01482 0.00720 -0.00904 AFIX 137 H16A 2 0.101084 0.718173 0.194178 11.00000 -1.50000 H16B 2 0.041135 0.677992 0.240044 11.00000 -1.50000 H16C 2 0.113474 0.645644 0.196080 11.00000 -1.50000 AFIX 0 C17 1 0.198731 0.687201 0.286525 11.00000 0.02658 0.02558 = 0.02372 -0.00722 0.00725 -0.00356 AFIX 13 H17 2 0.189115 0.724294 0.313808 11.00000 -1.20000 AFIX 0 C18 1 0.205194 0.631861 0.334017 11.00000 0.05062 0.03022 = 0.03864 -0.00212 0.02286 -0.00483 AFIX 137 H18A 2 0.268443 0.634404 0.371766 11.00000 -1.50000 H18B 2 0.207179 0.594703 0.306769 11.00000 -1.50000 H18C 2 0.144119 0.630862 0.354080 11.00000 -1.50000 AFIX 0 C19 1 0.296938 0.695366 0.259965 11.00000 0.02150 0.02310 = 0.01462 -0.00281 -0.00157 0.00307 C20 1 0.332364 0.646487 0.226574 11.00000 0.02560 0.02321 = 0.02204 -0.00442 0.00174 0.00100 AFIX 43 H20 2 0.298119 0.608237 0.224131 11.00000 -1.20000 AFIX 0 C21 1 0.416929 0.653106 0.196938 11.00000 0.02567 0.02630 = 0.02190 -0.00740 0.00258 0.00819 AFIX 43 H21 2 0.438692 0.619789 0.173076 11.00000 -1.20000 AFIX 0 C22 1 0.469756 0.707798 0.201862 11.00000 0.02059 0.03221 = 0.02084 -0.00650 0.00227 0.00469 AFIX 43 H22 2 0.528261 0.711446 0.181962 11.00000 -1.20000 AFIX 0 C23 1 0.438490 0.757749 0.235613 11.00000 0.01899 0.02657 = 0.01478 -0.00251 0.00153 0.00173 C24 1 0.351267 0.750414 0.263983 11.00000 0.01757 0.02198 = 0.01369 -0.00323 0.00006 0.00256 C25 1 0.496833 0.817493 0.237492 11.00000 0.02254 0.02811 = 0.02450 -0.00592 0.00987 -0.00131 AFIX 13 H25 2 0.480945 0.842614 0.276063 11.00000 -1.20000 AFIX 0 C26 1 0.614756 0.809135 0.253489 11.00000 0.02288 0.03989 = 0.04005 -0.00896 0.00765 -0.00672 AFIX 137 H26A 2 0.648825 0.848899 0.263000 11.00000 -1.50000 H26B 2 0.634078 0.790336 0.213195 11.00000 -1.50000 H26C 2 0.637012 0.782807 0.294534 11.00000 -1.50000 AFIX 0 C27 1 0.458048 0.852767 0.169516 11.00000 0.03260 0.03972 = 0.03617 0.00433 0.00910 -0.00690 AFIX 137 H27A 2 0.496185 0.891279 0.171924 11.00000 -1.50000 H27B 2 0.383575 0.861186 0.162747 11.00000 -1.50000 H27C 2 0.469466 0.828499 0.130206 11.00000 -1.50000 AFIX 0 C28 1 0.825055 0.770868 0.449021 11.00000 0.01506 0.03405 = 0.02195 -0.00289 0.00331 0.00108 C29 1 0.868546 0.723827 0.418009 11.00000 0.02760 0.03659 = 0.02550 0.00213 0.00888 0.00589 C30 1 0.906714 0.730750 0.359019 11.00000 0.03354 0.05753 = 0.03210 -0.00245 0.01826 0.01197 C31 1 0.902831 0.786790 0.327438 11.00000 0.03264 0.06591 = 0.02711 0.00843 0.01556 0.00292 C32 1 0.858345 0.835125 0.354519 11.00000 0.02372 0.04902 = 0.02614 0.00771 0.00451 -0.00308 C33 1 0.819537 0.825652 0.413257 11.00000 0.01659 0.03674 = 0.02444 0.00120 0.00356 0.00258 C34 1 0.810273 0.818546 0.576104 11.00000 0.01649 0.02565 = 0.01768 0.00204 0.00065 0.00523 C35 1 0.893647 0.858318 0.583479 11.00000 0.01960 0.02908 = 0.02387 0.00637 0.00074 0.00458 C36 1 0.917833 0.902485 0.634701 11.00000 0.02552 0.02365 = 0.03309 0.00309 -0.00839 0.00364 C37 1 0.859990 0.907283 0.684245 11.00000 0.03363 0.02799 = 0.02995 -0.00695 -0.00892 0.00947 C38 1 0.778865 0.867469 0.681038 11.00000 0.02896 0.04146 = 0.02204 -0.00462 0.00470 0.01271 C39 1 0.756050 0.825265 0.628011 11.00000 0.01882 0.02966 = 0.02306 0.00080 0.00118 0.00327 C40 1 0.799135 0.700071 0.560857 11.00000 0.01987 0.02711 = 0.01623 -0.00411 0.00270 0.00373 C41 1 0.902254 0.683296 0.588884 11.00000 0.02298 0.02647 = 0.02312 -0.00649 0.00163 0.00220 C42 1 0.931794 0.632329 0.629273 11.00000 0.02338 0.03074 = 0.02649 -0.00742 -0.00619 0.00800 C43 1 0.858212 0.595056 0.645337 11.00000 0.04353 0.02531 = 0.02066 0.00043 -0.00072 0.00875 C44 1 0.754769 0.609607 0.620308 11.00000 0.03301 0.02823 = 0.02486 -0.00022 0.00813 -0.00101 C45 1 0.727704 0.661098 0.579354 11.00000 0.02384 0.03143 = 0.01881 -0.00190 0.00431 0.00712 C46 1 0.580210 0.652039 0.373308 11.00000 0.03477 0.03203 = 0.02886 -0.01348 -0.00166 0.00773 AFIX 137 H46A 2 0.626456 0.625291 0.354653 11.00000 -1.50000 H46B 2 0.532352 0.672806 0.334596 11.00000 -1.50000 H46C 2 0.540263 0.627716 0.399549 11.00000 -1.50000 AFIX 0 C47 1 0.595829 0.741082 0.445839 11.00000 0.02076 0.02294 = 0.01337 0.00204 0.00451 0.00238 C48 1 0.486895 0.752176 0.426712 11.00000 0.01829 0.02105 = 0.01577 -0.00174 0.00106 0.00155 AFIX 13 H48 2 0.442095 0.719605 0.399433 11.00000 -1.20000 AFIX 0 C49 1 0.439696 0.790083 0.477384 11.00000 0.01741 0.02449 = 0.01550 -0.00326 0.00231 0.00181 AFIX 13 H49 2 0.488828 0.803316 0.521748 11.00000 -1.20000 AFIX 0 C50 1 0.337991 0.766164 0.484030 11.00000 0.02066 0.02584 = 0.01531 0.00013 0.00497 0.00254 C51 1 0.227551 0.752192 0.560414 11.00000 0.03615 0.04399 = 0.02675 -0.00014 0.01851 -0.00596 AFIX 137 H51A 2 0.221134 0.764933 0.606939 11.00000 -1.50000 H51B 2 0.225638 0.707633 0.557475 11.00000 -1.50000 H51C 2 0.169779 0.769200 0.524819 11.00000 -1.50000 AFIX 0 B1 3 0.450899 0.823616 0.407766 11.00000 0.01690 0.01872 = 0.01603 -0.00253 0.00189 0.00162 B2 3 0.774919 0.764420 0.517295 11.00000 0.01432 0.02993 = 0.01755 -0.00070 0.00338 0.00410 H1 2 0.512033 0.857430 0.411592 11.00000 -1.50000 O5 6 0.780865 0.447793 0.402214 11.00000 0.09223 0.11643 = 0.07671 -0.03097 0.01134 0.00051 C52 1 0.815442 0.421797 0.468251 11.00000 0.15150 0.06659 = 0.11646 -0.01767 0.05090 -0.01789 AFIX 23 H52A 2 0.876490 0.395430 0.469275 11.00000 -1.20000 H52B 2 0.759713 0.396588 0.479746 11.00000 -1.20000 AFIX 0 C53 1 0.844890 0.473187 0.520849 11.00000 0.16885 0.06664 = 0.08655 -0.01257 0.02677 -0.03621 AFIX 23 H53A 2 0.790383 0.479556 0.546995 11.00000 -1.20000 H53B 2 0.911815 0.464582 0.554496 11.00000 -1.20000 AFIX 0 C54 1 0.853783 0.526339 0.477526 11.00000 0.11513 0.08200 = 0.06449 -0.00750 0.01826 -0.00157 AFIX 23 H54A 2 0.921572 0.546967 0.494733 11.00000 -1.20000 H54B 2 0.797210 0.555857 0.477518 11.00000 -1.20000 AFIX 0 C55 1 0.844983 0.500668 0.405881 11.00000 0.08026 0.09210 = 0.06016 -0.01306 0.00090 -0.00417 AFIX 23 H55A 2 0.812611 0.530610 0.369608 11.00000 -1.20000 H55B 2 0.914445 0.489607 0.399048 11.00000 -1.20000 AFIX 0 MOLE 3 PART -1 RESI THF 1 O1 6 0.471064 0.493305 0.550515 10.55000 0.14364 0.12984 = 0.14410 0.01476 0.05979 -0.01747 C1 1 0.471534 0.551648 0.500639 10.55000 0.14364 0.12984 = 0.14410 0.01476 0.05979 -0.01747 AFIX 23 H1A 2 0.407331 0.551307 0.462613 10.50000 -1.20000 H1B 2 0.471157 0.589292 0.528275 10.50000 -1.20000 AFIX 0 C2 1 0.553453 0.552429 0.472829 10.50000 0.14364 0.12984 = 0.14410 0.01476 0.05979 -0.01747 AFIX 23 H2A 2 0.608693 0.578164 0.501753 10.50000 -1.20000 H2B 2 0.533575 0.570337 0.425350 10.50000 -1.20000 AFIX 0 C3 1 0.589459 0.496476 0.469119 10.50000 0.14364 0.12984 = 0.14410 0.01476 0.05979 -0.01747 AFIX 23 H3A 2 0.666466 0.496738 0.482502 10.50000 -1.20000 H3B 2 0.566927 0.481030 0.420610 10.50000 -1.20000 AFIX 0 C4 1 0.551470 0.459182 0.513958 10.50000 0.14364 0.12984 = 0.14410 0.01476 0.05979 -0.01747 AFIX 23 H4A 2 0.610521 0.443706 0.550670 10.50000 -1.20000 H4B 2 0.516338 0.423710 0.487425 10.50000 -1.20000 RESI 0 PART 0 AFIX 0 HKLF 4 REM mo_APR_04_11_0ma_a.res in P2(1)/c REM wR2 = 0.180594, GooF = S = 1.15754, Restrained GooF = 1.15693 for all data REM R1 = 0.070603 for 9429 Fo > 4sig(Fo) and 0.075445 for all 10304 data REM 746 parameters refined using 96 restraints END WGHT 0.0522 14.4961 REM Highest difference peak 0.877, deepest hole -0.845, 1-sigma level 0.077 Q1 1 0.5214 0.4691 0.5849 11.00000 0.05 0.88 Q2 1 0.6989 0.4312 0.4622 11.00000 0.05 0.63 Q3 1 0.7316 0.4832 0.5062 11.00000 0.05 0.58 Q4 1 0.9378 0.5073 0.4667 11.00000 0.05 0.44 Q5 1 0.8528 0.6293 0.4723 11.00000 0.05 0.40 Q6 1 0.6433 0.5320 0.4627 11.00000 0.05 0.37 Q7 1 0.7207 0.4173 0.4236 11.00000 0.05 0.37 Q8 1 0.8967 0.6692 0.6274 11.00000 0.05 0.33 Q9 1 0.5985 0.6373 0.5790 11.00000 0.05 0.32 Q10 1 0.7840 0.7224 0.5252 11.00000 0.05 0.32 Q11 1 0.2702 0.9906 0.4397 11.00000 0.05 0.30 Q12 1 0.3430 0.7306 0.5712 11.00000 0.05 0.30 Q13 1 0.8075 0.8241 0.3670 11.00000 0.05 0.30 Q14 1 0.4056 0.8271 0.3737 11.00000 0.05 0.29 Q15 1 0.9306 0.4699 0.5115 11.00000 0.05 0.29 Q16 1 0.7629 0.5126 0.4678 11.00000 0.05 0.29 Q17 1 0.4689 0.4828 0.3916 11.00000 0.05 0.29 Q18 1 0.8289 0.4717 0.4538 11.00000 0.05 0.29 Q19 1 1.0021 0.7109 0.3522 11.00000 0.05 0.29 Q20 1 0.9476 0.6440 0.3577 11.00000 0.05 0.28 ; _shelx_res_checksum 11101 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.67405(14) 0.78804(10) 0.62844(10) 0.0308(4) Uani 1 1 d . . . . . F2 F 0.72293(18) 0.86929(12) 0.73038(11) 0.0457(6) Uani 1 1 d . . . . . F3 F 0.88370(19) 0.94923(10) 0.73499(12) 0.0489(6) Uani 1 1 d . . . . . F4 F 0.99985(17) 0.93930(9) 0.63822(12) 0.0406(5) Uani 1 1 d . . . . . F5 F 0.95825(14) 0.85517(9) 0.53959(10) 0.0317(4) Uani 1 1 d . . . . . F6 F 0.62384(14) 0.67129(9) 0.55782(10) 0.0309(4) Uani 1 1 d . . . . . F7 F 0.68030(17) 0.57377(10) 0.63600(11) 0.0400(5) Uani 1 1 d . . . . . F8 F 0.88594(19) 0.54524(10) 0.68505(12) 0.0443(6) Uani 1 1 d . . . . . F9 F 1.03354(16) 0.61863(10) 0.65309(12) 0.0425(6) Uani 1 1 d . . . . . F10 F 0.97929(14) 0.71861(9) 0.57586(11) 0.0316(4) Uani 1 1 d . . . . . F11 F 0.77408(15) 0.87425(9) 0.43593(10) 0.0317(4) Uani 1 1 d . . . . . F12 F 0.85042(17) 0.88947(11) 0.32282(11) 0.0431(6) Uani 1 1 d . . . . . F13 F 0.9399(2) 0.79409(14) 0.26996(13) 0.0613(8) Uani 1 1 d . . . . . F14 F 0.9465(2) 0.68229(13) 0.33202(13) 0.0596(7) Uani 1 1 d . . . . . F15 F 0.87435(17) 0.66662(10) 0.44409(11) 0.0372(5) Uani 1 1 d . . . . . O1 O 0.27305(18) 0.74292(12) 0.43780(12) 0.0340(6) Uani 1 1 d . . . . . O2 O 0.32470(17) 0.77396(11) 0.54867(11) 0.0275(5) Uani 1 1 d . . . . . O3 O 0.64158(17) 0.69679(10) 0.41928(11) 0.0243(5) Uani 1 1 d . . . . . O4 O 0.65634(15) 0.77496(9) 0.48995(10) 0.0191(4) Uani 1 1 d . . . . . N1 N 0.30861(18) 0.80370(11) 0.29079(12) 0.0176(5) Uani 1 1 d . . . . . N2 N 0.29652(19) 0.88877(11) 0.34556(12) 0.0179(5) Uani 1 1 d . . . . . C1 C 0.2133(3) 0.89452(15) 0.28106(17) 0.0282(7) Uani 1 1 d . . . . . H1A H 0.228599 0.927753 0.250989 0.034 Uiso 1 1 calc R U . . . H1B H 0.145149 0.902288 0.291926 0.034 Uiso 1 1 calc R U . . . C2 C 0.2149(2) 0.83302(14) 0.24638(16) 0.0215(6) Uani 1 1 d . . . . . H2A H 0.151272 0.809384 0.246684 0.026 Uiso 1 1 calc R U . . . H2B H 0.221419 0.837511 0.197542 0.026 Uiso 1 1 calc R U . . . C3 C 0.3504(2) 0.83718(13) 0.34659(15) 0.0167(6) Uani 1 1 d . . . . . C4 C 0.3283(2) 0.94262(13) 0.38816(15) 0.0176(6) Uani 1 1 d . . . . . C5 C 0.4006(2) 0.98207(14) 0.36826(15) 0.0203(6) Uani 1 1 d . . . . . C6 C 0.4253(2) 1.03573(14) 0.40705(16) 0.0238(6) Uani 1 1 d . . . . . H6 H 0.475299 1.062785 0.396172 0.029 Uiso 1 1 calc R U . . . C7 C 0.3788(3) 1.05023(14) 0.46074(16) 0.0239(7) Uani 1 1 d . . . . . H7 H 0.396009 1.087219 0.485865 0.029 Uiso 1 1 calc R U . . . C8 C 0.3073(2) 1.01101(14) 0.47792(15) 0.0224(6) Uani 1 1 d . . . . . H8 H 0.275285 1.021661 0.514682 0.027 Uiso 1 1 calc R U . . . C9 C 0.2809(2) 0.95601(13) 0.44255(15) 0.0194(6) Uani 1 1 d . . . . . C10 C 0.2011(2) 0.91426(14) 0.46288(16) 0.0224(6) Uani 1 1 d . . . . . H10 H 0.208448 0.872806 0.443543 0.027 Uiso 1 1 calc R U . . . C11 C 0.0898(3) 0.93678(19) 0.4320(2) 0.0359(8) Uani 1 1 d . . . . . H11A H 0.080392 0.944360 0.381841 0.054 Uiso 1 1 calc R U . . . H11B H 0.077832 0.974598 0.455416 0.054 Uiso 1 1 calc R U . . . H11C H 0.040029 0.905756 0.439160 0.054 Uiso 1 1 calc R U . . . C12 C 0.2179(3) 0.90874(16) 0.54222(17) 0.0297(7) Uani 1 1 d . . . . . H12A H 0.289219 0.895157 0.562543 0.045 Uiso 1 1 calc R U . . . H12B H 0.168710 0.879055 0.553133 0.045 Uiso 1 1 calc R U . . . H12C H 0.206486 0.948467 0.561853 0.045 Uiso 1 1 calc R U . . . C13 C 0.4490(2) 0.96959(14) 0.30695(16) 0.0232(6) Uani 1 1 d . . . . . H13 H 0.426295 0.927981 0.288924 0.028 Uiso 1 1 calc R U . . . C14 C 0.4086(3) 1.01497(16) 0.24704(17) 0.0297(7) Uani 1 1 d . . . . . H14A H 0.332581 1.012158 0.232171 0.045 Uiso 1 1 calc R U . . . H14B H 0.438903 1.005204 0.207503 0.045 Uiso 1 1 calc R U . . . H14C H 0.428481 1.056423 0.263307 0.045 Uiso 1 1 calc R U . . . C15 C 0.5676(3) 0.96969(16) 0.32773(18) 0.0290(7) Uani 1 1 d . . . . . H15A H 0.591866 0.938456 0.363447 0.043 Uiso 1 1 calc R U . . . H15B H 0.592334 1.009741 0.346552 0.043 Uiso 1 1 calc R U . . . H15C H 0.594692 0.960926 0.286551 0.043 Uiso 1 1 calc R U . . . C16 C 0.1051(3) 0.68176(17) 0.22351(18) 0.0323(8) Uani 1 1 d . . . . . H16A H 0.101084 0.718173 0.194178 0.048 Uiso 1 1 calc R U . . . H16B H 0.041135 0.677992 0.240044 0.048 Uiso 1 1 calc R U . . . H16C H 0.113474 0.645644 0.196080 0.048 Uiso 1 1 calc R U . . . C17 C 0.1987(2) 0.68720(15) 0.28652(17) 0.0251(7) Uani 1 1 d . . . . . H17 H 0.189115 0.724294 0.313808 0.030 Uiso 1 1 calc R U . . . C18 C 0.2052(3) 0.63186(17) 0.3340(2) 0.0378(9) Uani 1 1 d . . . . . H18A H 0.268443 0.634404 0.371766 0.057 Uiso 1 1 calc R U . . . H18B H 0.207179 0.594703 0.306769 0.057 Uiso 1 1 calc R U . . . H18C H 0.144119 0.630862 0.354080 0.057 Uiso 1 1 calc R U . . . C19 C 0.2969(2) 0.69537(14) 0.25996(15) 0.0207(6) Uani 1 1 d . . . . . C20 C 0.3324(2) 0.64649(15) 0.22657(16) 0.0243(7) Uani 1 1 d . . . . . H20 H 0.298119 0.608237 0.224131 0.029 Uiso 1 1 calc R U . . . C21 C 0.4169(2) 0.65311(15) 0.19694(16) 0.0251(7) Uani 1 1 d . . . . . H21 H 0.438692 0.619789 0.173076 0.030 Uiso 1 1 calc R U . . . C22 C 0.4698(2) 0.70780(15) 0.20186(16) 0.0250(7) Uani 1 1 d . . . . . H22 H 0.528261 0.711446 0.181962 0.030 Uiso 1 1 calc R U . . . C23 C 0.4385(2) 0.75775(14) 0.23561(15) 0.0205(6) Uani 1 1 d . . . . . C24 C 0.3513(2) 0.75041(13) 0.26398(15) 0.0184(6) Uani 1 1 d . . . . . C25 C 0.4968(2) 0.81749(15) 0.23749(17) 0.0243(7) Uani 1 1 d . . . . . H25 H 0.480945 0.842614 0.276063 0.029 Uiso 1 1 calc R U . . . C26 C 0.6148(3) 0.80913(18) 0.2535(2) 0.0342(8) Uani 1 1 d . . . . . H26A H 0.648825 0.848899 0.263000 0.051 Uiso 1 1 calc R U . . . H26B H 0.634078 0.790336 0.213195 0.051 Uiso 1 1 calc R U . . . H26C H 0.637012 0.782807 0.294534 0.051 Uiso 1 1 calc R U . . . C27 C 0.4580(3) 0.85277(18) 0.1695(2) 0.0360(8) Uani 1 1 d . . . . . H27A H 0.496185 0.891279 0.171924 0.054 Uiso 1 1 calc R U . . . H27B H 0.383575 0.861186 0.162747 0.054 Uiso 1 1 calc R U . . . H27C H 0.469466 0.828499 0.130206 0.054 Uiso 1 1 calc R U . . . C28 C 0.8251(2) 0.77087(15) 0.44902(16) 0.0239(7) Uani 1 1 d . . . . . C29 C 0.8685(3) 0.72383(16) 0.41801(18) 0.0295(7) Uani 1 1 d . . . . . C30 C 0.9067(3) 0.7308(2) 0.3590(2) 0.0393(9) Uani 1 1 d . . . . . C31 C 0.9028(3) 0.7868(2) 0.32744(19) 0.0405(9) Uani 1 1 d . . . . . C32 C 0.8583(3) 0.83512(18) 0.35452(18) 0.0332(8) Uani 1 1 d . . . . . C33 C 0.8195(2) 0.82565(16) 0.41326(17) 0.0261(7) Uani 1 1 d . . . . . C34 C 0.8103(2) 0.81855(14) 0.57610(15) 0.0205(6) Uani 1 1 d . . . . . C35 C 0.8936(2) 0.85832(15) 0.58348(17) 0.0249(7) Uani 1 1 d . . . . . C36 C 0.9178(3) 0.90248(15) 0.63470(18) 0.0300(7) Uani 1 1 d . . . . . C37 C 0.8600(3) 0.90728(16) 0.68424(18) 0.0333(8) Uani 1 1 d . . . . . C38 C 0.7789(3) 0.86747(17) 0.68104(17) 0.0310(8) Uani 1 1 d . . . . . C39 C 0.7560(2) 0.82527(15) 0.62801(16) 0.0245(7) Uani 1 1 d . . . . . C40 C 0.7991(2) 0.70007(14) 0.56086(15) 0.0213(6) Uani 1 1 d . . . . . C41 C 0.9023(2) 0.68330(15) 0.58888(17) 0.0248(7) Uani 1 1 d . . . . . C42 C 0.9318(3) 0.63233(16) 0.62927(17) 0.0289(7) Uani 1 1 d . . . . . C43 C 0.8582(3) 0.59506(15) 0.64534(17) 0.0312(8) Uani 1 1 d . . . . . C44 C 0.7548(3) 0.60961(15) 0.62031(17) 0.0285(7) Uani 1 1 d . . . . . C45 C 0.7277(2) 0.66110(15) 0.57935(16) 0.0248(7) Uani 1 1 d . . . . . C46 C 0.5802(3) 0.65204(16) 0.37331(18) 0.0334(8) Uani 1 1 d . . . . . H46A H 0.626456 0.625291 0.354653 0.050 Uiso 1 1 calc R U . . . H46B H 0.532352 0.672806 0.334596 0.050 Uiso 1 1 calc R U . . . H46C H 0.540263 0.627716 0.399549 0.050 Uiso 1 1 calc R U . . . C47 C 0.5958(2) 0.74108(14) 0.44584(15) 0.0189(6) Uani 1 1 d . . . . . C48 C 0.4869(2) 0.75218(13) 0.42671(15) 0.0189(6) Uani 1 1 d . . . . . H48 H 0.442095 0.719605 0.399433 0.023 Uiso 1 1 calc R U . . . C49 C 0.4397(2) 0.79008(14) 0.47738(15) 0.0194(6) Uani 1 1 d . . . . . H49 H 0.488828 0.803316 0.521748 0.023 Uiso 1 1 calc R U . . . C50 C 0.3380(2) 0.76616(14) 0.48403(15) 0.0205(6) Uani 1 1 d . . . . . C51 C 0.2276(3) 0.75219(18) 0.56041(18) 0.0338(8) Uani 1 1 d . . . . . H51A H 0.221134 0.764933 0.606939 0.051 Uiso 1 1 calc R U . . . H51B H 0.225638 0.707633 0.557475 0.051 Uiso 1 1 calc R U . . . H51C H 0.169779 0.769200 0.524819 0.051 Uiso 1 1 calc R U . . . B1 B 0.4509(3) 0.82362(15) 0.40777(17) 0.0176(6) Uani 1 1 d . . . . . B2 B 0.7749(3) 0.76442(17) 0.51729(18) 0.0207(7) Uani 1 1 d . . . . . H1 H 0.512(3) 0.8574(17) 0.4116(19) 0.031 Uiso 1 1 d . U . . . O5 O 0.7809(4) 0.4478(2) 0.4022(3) 0.0966(15) Uani 1 1 d . . . . . C52 C 0.8154(8) 0.4218(3) 0.4683(5) 0.108(3) Uani 1 1 d . . . . . H52A H 0.876490 0.395430 0.469275 0.130 Uiso 1 1 calc R U . . . H52B H 0.759713 0.396588 0.479746 0.130 Uiso 1 1 calc R U . . . C53 C 0.8449(8) 0.4732(3) 0.5208(4) 0.108(3) Uani 1 1 d . . . . . H53A H 0.790383 0.479556 0.546995 0.130 Uiso 1 1 calc R U . . . H53B H 0.911815 0.464582 0.554496 0.130 Uiso 1 1 calc R U . . . C54 C 0.8538(6) 0.5263(3) 0.4775(3) 0.0877(19) Uani 1 1 d . . . . . H54A H 0.921572 0.546967 0.494733 0.105 Uiso 1 1 calc R U . . . H54B H 0.797210 0.555857 0.477518 0.105 Uiso 1 1 calc R U . . . C55 C 0.8450(5) 0.5007(3) 0.4059(3) 0.0801(17) Uani 1 1 d . . . . . H55A H 0.812611 0.530610 0.369608 0.096 Uiso 1 1 calc R U . . . H55B H 0.914445 0.489607 0.399048 0.096 Uiso 1 1 calc R U . . . O1_1 O 0.4711(10) 0.4933(6) 0.5505(7) 0.135(3) Uani 0.55 1 d D U P A -1 C1_1 C 0.4715(18) 0.5516(8) 0.5006(16) 0.135(3) Uani 0.55 1 d D U P A -1 H1A_1 H 0.407331 0.551307 0.462613 0.162 Uiso 0.5 1 calc R U P A -1 H1B_1 H 0.471157 0.589292 0.528275 0.162 Uiso 0.5 1 calc R U P A -1 C2_1 C 0.5535(16) 0.5524(8) 0.4728(12) 0.135(3) Uani 0.5 1 d D U P A -1 H2A_1 H 0.608693 0.578164 0.501753 0.162 Uiso 0.5 1 calc R U P A -1 H2B_1 H 0.533575 0.570337 0.425350 0.162 Uiso 0.5 1 calc R U P A -1 C3_1 C 0.5895(17) 0.4965(9) 0.4691(12) 0.135(3) Uani 0.5 1 d D U P A -1 H3A_1 H 0.666466 0.496738 0.482502 0.162 Uiso 0.5 1 calc R U P A -1 H3B_1 H 0.566927 0.481030 0.420610 0.162 Uiso 0.5 1 calc R U P A -1 C4_1 C 0.551(2) 0.4592(9) 0.5140(17) 0.135(3) Uani 0.5 1 d D U P A -1 H4A_1 H 0.610521 0.443706 0.550670 0.162 Uiso 0.5 1 calc R U P A -1 H4B_1 H 0.516338 0.423710 0.487425 0.162 Uiso 0.5 1 calc R U P A -1 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 F1 0.0230(9) 0.0465(12) 0.0251(10) -0.0053(8) 0.0099(8) -0.0023(8) F2 0.0429(13) 0.0649(15) 0.0313(11) -0.0165(11) 0.0125(10) 0.0115(11) F3 0.0539(14) 0.0395(12) 0.0434(13) -0.0213(10) -0.0079(11) 0.0092(11) F4 0.0369(12) 0.0276(10) 0.0485(13) 0.0050(9) -0.0075(10) -0.0077(9) F5 0.0215(9) 0.0423(11) 0.0307(10) 0.0040(9) 0.0053(8) -0.0060(8) F6 0.0214(9) 0.0377(11) 0.0351(11) 0.0087(9) 0.0098(8) 0.0040(8) F7 0.0448(13) 0.0355(11) 0.0421(12) 0.0106(9) 0.0151(10) 0.0009(10) F8 0.0549(14) 0.0307(11) 0.0403(12) 0.0077(9) -0.0025(10) 0.0111(10) F9 0.0289(11) 0.0356(11) 0.0509(13) -0.0015(10) -0.0149(10) 0.0086(9) F10 0.0172(9) 0.0342(10) 0.0400(11) -0.0014(9) 0.0003(8) 0.0013(8) F11 0.0325(11) 0.0321(10) 0.0304(10) 0.0046(8) 0.0069(8) 0.0069(8) F12 0.0389(12) 0.0566(14) 0.0330(11) 0.0190(10) 0.0066(9) -0.0049(10) F13 0.0612(16) 0.094(2) 0.0413(14) 0.0170(14) 0.0372(12) 0.0144(15) F14 0.0703(17) 0.0723(18) 0.0489(15) -0.0026(13) 0.0391(13) 0.0256(14) F15 0.0453(12) 0.0375(11) 0.0339(11) -0.0032(9) 0.0191(9) 0.0124(9) O1 0.0251(12) 0.0558(16) 0.0225(12) -0.0104(11) 0.0083(10) -0.0140(11) O2 0.0245(11) 0.0406(13) 0.0192(11) -0.0014(10) 0.0086(9) -0.0040(10) O3 0.0236(11) 0.0259(11) 0.0217(11) -0.0053(9) 0.0022(9) 0.0066(9) O4 0.0145(10) 0.0254(11) 0.0170(10) -0.0012(8) 0.0026(8) 0.0025(8) N1 0.0130(11) 0.0218(12) 0.0168(12) -0.0026(10) 0.0011(9) 0.0021(10) N2 0.0166(12) 0.0187(12) 0.0159(12) -0.0025(9) -0.0009(9) 0.0009(9) C1 0.0263(17) 0.0272(17) 0.0236(16) -0.0074(13) -0.0094(13) 0.0061(13) C2 0.0167(14) 0.0254(16) 0.0196(15) -0.0032(12) -0.0014(11) 0.0028(12) C3 0.0148(13) 0.0200(14) 0.0163(14) -0.0005(11) 0.0056(11) -0.0023(11) C4 0.0182(14) 0.0179(14) 0.0148(13) -0.0017(11) 0.0002(11) 0.0020(11) C5 0.0217(15) 0.0210(15) 0.0159(14) 0.0012(11) -0.0003(11) 0.0006(12) C6 0.0274(16) 0.0206(15) 0.0220(15) 0.0009(12) 0.0030(13) -0.0041(12) C7 0.0309(17) 0.0183(15) 0.0193(15) -0.0041(12) -0.0001(13) 0.0005(13) C8 0.0267(16) 0.0227(15) 0.0162(14) -0.0011(12) 0.0018(12) 0.0047(12) C9 0.0198(14) 0.0207(15) 0.0156(14) 0.0013(11) -0.0003(11) 0.0042(12) C10 0.0223(15) 0.0229(15) 0.0215(15) 0.0000(12) 0.0043(12) 0.0013(12) C11 0.0211(17) 0.048(2) 0.037(2) 0.0112(17) 0.0050(15) 0.0010(15) C12 0.0318(18) 0.0332(18) 0.0251(17) 0.0037(14) 0.0088(14) -0.0009(14) C13 0.0275(16) 0.0224(15) 0.0211(15) -0.0016(12) 0.0085(13) -0.0012(13) C14 0.0368(19) 0.0314(18) 0.0208(16) -0.0002(13) 0.0065(14) -0.0003(15) C15 0.0291(17) 0.0278(17) 0.0313(18) 0.0017(14) 0.0095(14) 0.0002(14) C16 0.0236(17) 0.043(2) 0.0302(18) -0.0148(15) 0.0072(14) -0.0090(15) C17 0.0266(16) 0.0256(16) 0.0237(16) -0.0072(13) 0.0073(13) -0.0036(13) C18 0.051(2) 0.0302(18) 0.039(2) -0.0021(16) 0.0229(18) -0.0048(16) C19 0.0215(15) 0.0231(15) 0.0146(14) -0.0028(11) -0.0016(11) 0.0031(12) C20 0.0256(16) 0.0232(15) 0.0220(15) -0.0044(12) 0.0017(12) 0.0010(13) C21 0.0257(16) 0.0263(16) 0.0219(15) -0.0074(13) 0.0026(13) 0.0082(13) C22 0.0206(15) 0.0322(17) 0.0208(15) -0.0065(13) 0.0023(12) 0.0047(13) C23 0.0190(14) 0.0266(16) 0.0148(14) -0.0025(12) 0.0015(11) 0.0017(12) C24 0.0176(14) 0.0220(15) 0.0137(13) -0.0032(11) 0.0001(11) 0.0026(11) C25 0.0225(15) 0.0281(16) 0.0245(16) -0.0059(13) 0.0099(13) -0.0013(13) C26 0.0229(17) 0.040(2) 0.040(2) -0.0090(16) 0.0077(15) -0.0067(15) C27 0.0326(19) 0.040(2) 0.036(2) 0.0043(16) 0.0091(15) -0.0069(16) C28 0.0151(14) 0.0341(17) 0.0220(15) -0.0029(13) 0.0033(12) 0.0011(12) C29 0.0276(17) 0.0366(19) 0.0255(17) 0.0021(14) 0.0089(14) 0.0059(14) C30 0.0335(19) 0.058(2) 0.0321(19) -0.0024(18) 0.0183(16) 0.0120(18) C31 0.0326(19) 0.066(3) 0.0271(18) 0.0084(18) 0.0156(15) 0.0029(18) C32 0.0237(17) 0.049(2) 0.0261(17) 0.0077(16) 0.0045(14) -0.0031(15) C33 0.0166(15) 0.0367(18) 0.0244(16) 0.0012(14) 0.0036(12) 0.0026(13) C34 0.0165(14) 0.0257(15) 0.0177(14) 0.0020(12) 0.0007(11) 0.0052(12) C35 0.0196(15) 0.0291(17) 0.0239(16) 0.0064(13) 0.0007(12) 0.0046(13) C36 0.0255(17) 0.0237(16) 0.0331(18) 0.0031(14) -0.0084(14) 0.0036(13) C37 0.0336(19) 0.0280(17) 0.0299(18) -0.0070(14) -0.0089(15) 0.0095(15) C38 0.0290(17) 0.041(2) 0.0220(16) -0.0046(14) 0.0047(13) 0.0127(15) C39 0.0188(15) 0.0297(17) 0.0231(16) 0.0008(13) 0.0012(12) 0.0033(13) C40 0.0199(15) 0.0271(16) 0.0162(14) -0.0041(12) 0.0027(12) 0.0037(12) C41 0.0230(16) 0.0265(16) 0.0231(16) -0.0065(13) 0.0016(13) 0.0022(13) C42 0.0234(16) 0.0307(17) 0.0265(17) -0.0074(14) -0.0062(13) 0.0080(13) C43 0.044(2) 0.0253(17) 0.0207(16) 0.0004(13) -0.0007(14) 0.0088(15) C44 0.0330(18) 0.0282(17) 0.0249(16) -0.0002(13) 0.0081(14) -0.0010(14) C45 0.0238(16) 0.0314(17) 0.0188(15) -0.0019(13) 0.0043(12) 0.0071(13) C46 0.0348(19) 0.0320(18) 0.0289(18) -0.0135(15) -0.0017(15) 0.0077(15) C47 0.0208(15) 0.0229(15) 0.0134(13) 0.0020(11) 0.0045(11) 0.0024(12) C48 0.0183(14) 0.0211(15) 0.0158(14) -0.0017(11) 0.0011(11) 0.0015(11) C49 0.0174(14) 0.0245(15) 0.0155(14) -0.0033(12) 0.0023(11) 0.0018(12) C50 0.0207(15) 0.0258(15) 0.0153(14) 0.0001(12) 0.0050(12) 0.0025(12) C51 0.0361(19) 0.044(2) 0.0268(17) -0.0001(15) 0.0185(15) -0.0060(16) B1 0.0169(15) 0.0187(16) 0.0160(15) -0.0025(12) 0.0019(12) 0.0016(13) B2 0.0143(15) 0.0299(18) 0.0175(16) -0.0007(14) 0.0034(13) 0.0041(13) O5 0.092(3) 0.116(4) 0.077(3) -0.031(3) 0.011(2) 0.001(3) C52 0.152(8) 0.067(4) 0.116(6) -0.018(4) 0.051(6) -0.018(4) C53 0.169(8) 0.067(4) 0.087(5) -0.013(4) 0.027(5) -0.036(5) C54 0.115(5) 0.082(4) 0.064(4) -0.008(3) 0.018(4) -0.002(4) C55 0.080(4) 0.092(4) 0.060(3) -0.013(3) 0.001(3) -0.004(3) O1_1 0.144(5) 0.130(4) 0.144(4) 0.015(3) 0.060(4) -0.017(4) C1_1 0.144(5) 0.130(4) 0.144(4) 0.015(3) 0.060(4) -0.017(4) C2_1 0.144(5) 0.130(4) 0.144(4) 0.015(3) 0.060(4) -0.017(4) C3_1 0.144(5) 0.130(4) 0.144(4) 0.015(3) 0.060(4) -0.017(4) C4_1 0.144(5) 0.130(4) 0.144(4) 0.015(3) 0.060(4) -0.017(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C50 O2 C51 115.7(3) . . ? C47 O3 C46 120.4(2) . . ? C47 O4 B2 124.8(2) . . ? C3 N1 C2 111.9(2) . . ? C3 N1 C24 128.7(2) . . ? C24 N1 C2 118.6(2) . . ? C3 N2 C1 111.9(2) . . ? C3 N2 C4 126.9(2) . . ? C4 N2 C1 118.8(2) . . ? N2 C1 C2 103.0(2) . . ? N1 C2 C1 102.7(2) . . ? N1 C3 N2 109.9(2) . . ? N1 C3 B1 129.0(3) . . ? N2 C3 B1 121.1(2) . . ? C5 C4 N2 117.5(3) . . ? C9 C4 N2 119.6(3) . . ? C9 C4 C5 122.7(3) . . ? C4 C5 C13 123.4(3) . . ? C6 C5 C4 116.8(3) . . ? C6 C5 C13 119.8(3) . . ? C7 C6 C5 121.5(3) . . ? C8 C7 C6 120.0(3) . . ? C7 C8 C9 121.5(3) . . ? C4 C9 C8 117.4(3) . . ? C4 C9 C10 122.8(3) . . ? C8 C9 C10 119.8(3) . . ? C9 C10 C11 111.2(3) . . ? C9 C10 C12 112.0(3) . . ? C12 C10 C11 108.8(3) . . ? C5 C13 C14 110.9(3) . . ? C5 C13 C15 112.8(3) . . ? C15 C13 C14 110.7(3) . . ? C18 C17 C16 110.5(3) . . ? C19 C17 C16 108.8(3) . . ? C19 C17 C18 112.1(3) . . ? C20 C19 C17 118.7(3) . . ? C20 C19 C24 117.7(3) . . ? C24 C19 C17 123.5(3) . . ? C21 C20 C19 120.8(3) . . ? C22 C21 C20 120.5(3) . . ? C21 C22 C23 121.0(3) . . ? C22 C23 C24 117.6(3) . . ? C22 C23 C25 119.0(3) . . ? C24 C23 C25 123.4(3) . . ? C19 C24 N1 118.6(3) . . ? C19 C24 C23 122.4(3) . . ? C23 C24 N1 118.6(3) . . ? C23 C25 C26 112.9(3) . . ? C23 C25 C27 110.7(3) . . ? C27 C25 C26 110.9(3) . . ? C29 C28 B2 125.8(3) . . ? C33 C28 C29 113.5(3) . . ? C33 C28 B2 120.5(3) . . ? F15 C29 C28 121.0(3) . . ? F15 C29 C30 115.0(3) . . ? C30 C29 C28 124.0(3) . . ? F14 C30 C29 119.9(4) . . ? F14 C30 C31 120.3(3) . . ? C31 C30 C29 119.8(3) . . ? F13 C31 C30 120.3(4) . . ? F13 C31 C32 120.5(4) . . ? C30 C31 C32 119.2(3) . . ? F12 C32 C31 119.9(3) . . ? F12 C32 C33 121.2(3) . . ? C31 C32 C33 118.8(3) . . ? F11 C33 C28 119.4(3) . . ? F11 C33 C32 116.0(3) . . ? C28 C33 C32 124.6(3) . . ? C35 C34 C39 113.1(3) . . ? C35 C34 B2 127.9(3) . . ? C39 C34 B2 118.9(3) . . ? F5 C35 C34 120.5(3) . . ? F5 C35 C36 115.4(3) . . ? C36 C35 C34 124.0(3) . . ? F4 C36 C35 120.4(3) . . ? F4 C36 C37 119.7(3) . . ? C37 C36 C35 119.9(3) . . ? F3 C37 C36 120.6(3) . . ? F3 C37 C38 120.9(3) . . ? C38 C37 C36 118.5(3) . . ? F2 C38 C37 120.1(3) . . ? F2 C38 C39 120.4(3) . . ? C37 C38 C39 119.5(3) . . ? F1 C39 C34 119.5(3) . . ? F1 C39 C38 115.6(3) . . ? C38 C39 C34 124.9(3) . . ? C41 C40 B2 119.0(3) . . ? C45 C40 C41 113.4(3) . . ? C45 C40 B2 127.4(3) . . ? F10 C41 C40 119.0(3) . . ? F10 C41 C42 116.9(3) . . ? C42 C41 C40 124.1(3) . . ? F9 C42 C41 120.4(3) . . ? F9 C42 C43 119.5(3) . . ? C43 C42 C41 120.1(3) . . ? F8 C43 C42 120.8(3) . . ? F8 C43 C44 120.5(3) . . ? C42 C43 C44 118.7(3) . . ? F7 C44 C43 119.9(3) . . ? F7 C44 C45 120.4(3) . . ? C43 C44 C45 119.7(3) . . ? F6 C45 C40 121.3(3) . . ? F6 C45 C44 114.8(3) . . ? C44 C45 C40 123.9(3) . . ? O3 C47 C48 123.6(3) . . ? O4 C47 O3 115.4(3) . . ? O4 C47 C48 121.0(3) . . ? C47 C48 C49 117.5(2) . . ? C47 C48 B1 116.2(3) . . ? C49 C48 B1 59.65(19) . . ? C48 C49 B1 63.79(19) . . ? C50 C49 C48 112.5(2) . . ? C50 C49 B1 120.8(3) . . ? O1 C50 O2 122.8(3) . . ? O1 C50 C49 125.7(3) . . ? O2 C50 C49 111.5(3) . . ? C3 B1 C48 119.4(2) . . ? C49 B1 C3 120.3(3) . . ? C49 B1 C48 56.56(18) . . ? O4 B2 C28 106.0(2) . . ? O4 B2 C34 103.4(2) . . ? O4 B2 C40 111.4(2) . . ? C28 B2 C34 114.3(3) . . ? C28 B2 C40 115.8(3) . . ? C40 B2 C34 105.4(2) . . ? C52 O5 C55 103.1(5) . . ? O5 C52 C53 107.8(6) . . ? C54 C53 C52 103.8(6) . . ? C53 C54 C55 104.4(6) . . ? O5 C55 C54 105.4(6) . . ? C4_1 O1_1 C1_1 90.0(15) . . ? C2_1 C1_1 O1_1 112.5(12) . . ? C1_1 C2_1 C3_1 110.5(15) . . ? C2_1 C3_1 C4_1 108.9(14) . . ? C3_1 C4_1 O1_1 112.9(12) . . ? 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 F1 C39 1.360(4) . ? F2 C38 1.354(4) . ? F3 C37 1.340(4) . ? F4 C36 1.342(4) . ? F5 C35 1.353(4) . ? F6 C45 1.357(4) . ? F7 C44 1.353(4) . ? F8 C43 1.344(4) . ? F9 C42 1.350(4) . ? F10 C41 1.352(4) . ? F11 C33 1.351(4) . ? F12 C32 1.339(4) . ? F13 C31 1.345(4) . ? F14 C30 1.350(4) . ? F15 C29 1.352(4) . ? O1 C50 1.206(4) . ? O2 C50 1.336(4) . ? O2 C51 1.440(4) . ? O3 C46 1.447(4) . ? O3 C47 1.317(4) . ? O4 C47 1.272(4) . ? O4 B2 1.550(4) . ? N1 C2 1.484(4) . ? N1 C3 1.328(4) . ? N1 C24 1.451(4) . ? N2 C1 1.475(4) . ? N2 C3 1.336(4) . ? N2 C4 1.453(4) . ? C1 C2 1.515(4) . ? C3 B1 1.596(4) . ? C4 C5 1.413(4) . ? C4 C9 1.394(4) . ? C5 C6 1.400(4) . ? C5 C13 1.519(4) . ? C6 C7 1.380(5) . ? C7 C8 1.379(5) . ? C8 C9 1.396(4) . ? C9 C10 1.521(4) . ? C10 C11 1.536(4) . ? C10 C12 1.529(4) . ? C13 C14 1.539(4) . ? C13 C15 1.525(5) . ? C16 C17 1.535(5) . ? C17 C18 1.523(5) . ? C17 C19 1.522(4) . ? C19 C20 1.396(4) . ? C19 C24 1.399(4) . ? C20 C21 1.386(5) . ? C21 C22 1.381(5) . ? C22 C23 1.395(4) . ? C23 C24 1.405(4) . ? C23 C25 1.518(4) . ? C25 C26 1.528(5) . ? C25 C27 1.525(5) . ? C28 C29 1.392(5) . ? C28 C33 1.387(5) . ? C28 B2 1.639(5) . ? C29 C30 1.380(5) . ? C30 C31 1.374(6) . ? C31 C32 1.380(6) . ? C32 C33 1.387(5) . ? C34 C35 1.387(4) . ? C34 C39 1.388(4) . ? C34 B2 1.647(5) . ? C35 C36 1.380(5) . ? C36 C37 1.379(5) . ? C37 C38 1.374(5) . ? C38 C39 1.374(5) . ? C40 C41 1.394(4) . ? C40 C45 1.386(5) . ? C40 B2 1.644(5) . ? C41 C42 1.375(5) . ? C42 C43 1.365(5) . ? C43 C44 1.378(5) . ? C44 C45 1.385(5) . ? C47 C48 1.422(4) . ? C48 C49 1.540(4) . ? C48 B1 1.656(4) . ? C49 C50 1.479(4) . ? C49 B1 1.593(4) . ? O5 C52 1.393(9) . ? O5 C55 1.429(8) . ? C52 C53 1.518(9) . ? C53 C54 1.466(9) . ? C54 C55 1.497(8) . ? O1_1 C1_1 1.61(2) . ? O1_1 C4_1 1.60(2) . ? C1_1 C2_1 1.32(2) . ? C2_1 C3_1 1.33(2) . ? C3_1 C4_1 1.38(2) . ? 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 F2 C38 C39 F1 1.5(5) . . . . ? F2 C38 C39 C34 -178.2(3) . . . . ? F3 C37 C38 F2 -1.5(5) . . . . ? F3 C37 C38 C39 179.5(3) . . . . ? F4 C36 C37 F3 1.4(5) . . . . ? F4 C36 C37 C38 -177.5(3) . . . . ? F5 C35 C36 F4 0.8(4) . . . . ? F5 C35 C36 C37 -176.6(3) . . . . ? F7 C44 C45 F6 0.1(4) . . . . ? F7 C44 C45 C40 -179.9(3) . . . . ? F8 C43 C44 F7 0.3(5) . . . . ? F8 C43 C44 C45 -179.9(3) . . . . ? F9 C42 C43 F8 0.6(5) . . . . ? F9 C42 C43 C44 -179.7(3) . . . . ? F10 C41 C42 F9 -1.2(4) . . . . ? F10 C41 C42 C43 179.1(3) . . . . ? F12 C32 C33 F11 -0.1(5) . . . . ? F12 C32 C33 C28 -179.8(3) . . . . ? F13 C31 C32 F12 1.1(6) . . . . ? F13 C31 C32 C33 179.0(3) . . . . ? F14 C30 C31 F13 -0.9(6) . . . . ? F14 C30 C31 C32 177.6(4) . . . . ? F15 C29 C30 F14 -0.4(5) . . . . ? F15 C29 C30 C31 178.8(3) . . . . ? O3 C47 C48 C49 160.2(3) . . . . ? O3 C47 C48 B1 -132.0(3) . . . . ? O4 C47 C48 C49 -21.0(4) . . . . ? O4 C47 C48 B1 46.8(4) . . . . ? N1 C3 B1 C48 -26.6(4) . . . . ? N1 C3 B1 C49 -92.8(4) . . . . ? N2 C1 C2 N1 -7.7(3) . . . . ? N2 C3 B1 C48 155.2(3) . . . . ? N2 C3 B1 C49 89.0(3) . . . . ? N2 C4 C5 C6 176.0(3) . . . . ? N2 C4 C5 C13 -2.4(4) . . . . ? N2 C4 C9 C8 -174.4(2) . . . . ? N2 C4 C9 C10 4.1(4) . . . . ? C1 N2 C3 N1 -4.2(3) . . . . ? C1 N2 C3 B1 174.4(3) . . . . ? C1 N2 C4 C5 -82.8(3) . . . . ? C1 N2 C4 C9 91.9(3) . . . . ? C2 N1 C3 N2 -1.4(3) . . . . ? C2 N1 C3 B1 -179.8(3) . . . . ? C2 N1 C24 C19 -72.4(3) . . . . ? C2 N1 C24 C23 100.3(3) . . . . ? C3 N1 C2 C1 6.0(3) . . . . ? C3 N1 C24 C19 119.1(3) . . . . ? C3 N1 C24 C23 -68.2(4) . . . . ? C3 N2 C1 C2 7.7(4) . . . . ? C3 N2 C4 C5 78.0(4) . . . . ? C3 N2 C4 C9 -107.3(3) . . . . ? C4 N2 C1 C2 171.3(3) . . . . ? C4 N2 C3 N1 -166.2(3) . . . . ? C4 N2 C3 B1 12.4(4) . . . . ? C4 C5 C6 C7 -2.0(4) . . . . ? C4 C5 C13 C14 110.9(3) . . . . ? C4 C5 C13 C15 -124.4(3) . . . . ? C4 C9 C10 C11 -99.7(3) . . . . ? C4 C9 C10 C12 138.3(3) . . . . ? C5 C4 C9 C8 0.0(4) . . . . ? C5 C4 C9 C10 178.5(3) . . . . ? C5 C6 C7 C8 1.0(5) . . . . ? C6 C5 C13 C14 -67.5(4) . . . . ? C6 C5 C13 C15 57.3(4) . . . . ? C6 C7 C8 C9 0.6(5) . . . . ? C7 C8 C9 C4 -1.1(4) . . . . ? C7 C8 C9 C10 -179.6(3) . . . . ? C8 C9 C10 C11 78.7(4) . . . . ? C8 C9 C10 C12 -43.3(4) . . . . ? C9 C4 C5 C6 1.5(4) . . . . ? C9 C4 C5 C13 -177.0(3) . . . . ? C13 C5 C6 C7 176.5(3) . . . . ? C16 C17 C19 C20 -68.9(4) . . . . ? C16 C17 C19 C24 107.7(3) . . . . ? C17 C19 C20 C21 175.2(3) . . . . ? C17 C19 C24 N1 -4.0(4) . . . . ? C17 C19 C24 C23 -176.4(3) . . . . ? C18 C17 C19 C20 53.7(4) . . . . ? C18 C17 C19 C24 -129.7(3) . . . . ? C19 C20 C21 C22 2.0(5) . . . . ? C20 C19 C24 N1 172.6(3) . . . . ? C20 C19 C24 C23 0.3(4) . . . . ? C20 C21 C22 C23 -1.0(5) . . . . ? C21 C22 C23 C24 -0.3(4) . . . . ? C21 C22 C23 C25 -177.9(3) . . . . ? C22 C23 C24 N1 -171.7(3) . . . . ? C22 C23 C24 C19 0.7(4) . . . . ? C22 C23 C25 C26 -43.0(4) . . . . ? C22 C23 C25 C27 82.0(4) . . . . ? C24 N1 C2 C1 -164.3(3) . . . . ? C24 N1 C3 N2 167.7(3) . . . . ? C24 N1 C3 B1 -10.7(5) . . . . ? C24 C19 C20 C21 -1.6(4) . . . . ? C24 C23 C25 C26 139.5(3) . . . . ? C24 C23 C25 C27 -95.5(3) . . . . ? C25 C23 C24 N1 5.8(4) . . . . ? C25 C23 C24 C19 178.2(3) . . . . ? C28 C29 C30 F14 -179.2(3) . . . . ? C28 C29 C30 C31 -0.1(6) . . . . ? C29 C28 C33 F11 176.7(3) . . . . ? C29 C28 C33 C32 -3.6(5) . . . . ? C29 C28 B2 O4 -111.6(3) . . . . ? C29 C28 B2 C34 135.2(3) . . . . ? C29 C28 B2 C40 12.5(4) . . . . ? C29 C30 C31 F13 179.9(4) . . . . ? C29 C30 C31 C32 -1.5(6) . . . . ? C30 C31 C32 F12 -177.5(3) . . . . ? C30 C31 C32 C33 0.5(6) . . . . ? C31 C32 C33 F11 -178.0(3) . . . . ? C31 C32 C33 C28 2.3(5) . . . . ? C33 C28 C29 F15 -176.3(3) . . . . ? C33 C28 C29 C30 2.5(5) . . . . ? C33 C28 B2 O4 63.3(4) . . . . ? C33 C28 B2 C34 -49.9(4) . . . . ? C33 C28 B2 C40 -172.7(3) . . . . ? C34 C35 C36 F4 -179.9(3) . . . . ? C34 C35 C36 C37 2.7(5) . . . . ? C35 C34 C39 F1 -178.2(3) . . . . ? C35 C34 C39 C38 1.5(5) . . . . ? C35 C34 B2 O4 -132.0(3) . . . . ? C35 C34 B2 C28 -17.3(4) . . . . ? C35 C34 B2 C40 110.9(3) . . . . ? C35 C36 C37 F3 178.8(3) . . . . ? C35 C36 C37 C38 -0.1(5) . . . . ? C36 C37 C38 F2 177.4(3) . . . . ? C36 C37 C38 C39 -1.6(5) . . . . ? C37 C38 C39 F1 -179.4(3) . . . . ? C37 C38 C39 C34 0.8(5) . . . . ? C39 C34 C35 F5 176.0(3) . . . . ? C39 C34 C35 C36 -3.3(4) . . . . ? C39 C34 B2 O4 51.6(3) . . . . ? C39 C34 B2 C28 166.3(3) . . . . ? C39 C34 B2 C40 -65.5(3) . . . . ? C40 C41 C42 F9 178.5(3) . . . . ? C40 C41 C42 C43 -1.2(5) . . . . ? C41 C40 C45 F6 178.6(3) . . . . ? C41 C40 C45 C44 -1.4(5) . . . . ? C41 C40 B2 O4 179.7(3) . . . . ? C41 C40 B2 C28 58.5(4) . . . . ? C41 C40 B2 C34 -68.8(3) . . . . ? C41 C42 C43 F8 -179.7(3) . . . . ? C41 C42 C43 C44 0.0(5) . . . . ? C42 C43 C44 F7 -179.4(3) . . . . ? C42 C43 C44 C45 0.4(5) . . . . ? C43 C44 C45 F6 -179.7(3) . . . . ? C43 C44 C45 C40 0.3(5) . . . . ? C45 C40 C41 F10 -178.5(3) . . . . ? C45 C40 C41 C42 1.8(5) . . . . ? C45 C40 B2 O4 -6.6(4) . . . . ? C45 C40 B2 C28 -127.8(3) . . . . ? C45 C40 B2 C34 104.9(3) . . . . ? C46 O3 C47 O4 174.5(3) . . . . ? C46 O3 C47 C48 -6.6(4) . . . . ? C47 O4 B2 C28 63.3(4) . . . . ? C47 O4 B2 C34 -176.2(3) . . . . ? C47 O4 B2 C40 -63.4(3) . . . . ? C47 C48 C49 C50 -139.8(3) . . . . ? C47 C48 C49 B1 105.8(3) . . . . ? C47 C48 B1 C3 143.2(3) . . . . ? C47 C48 B1 C49 -108.0(3) . . . . ? C48 C49 C50 O1 -35.0(4) . . . . ? C48 C49 C50 O2 145.8(3) . . . . ? C48 C49 B1 C3 107.1(3) . . . . ? C49 C48 B1 C3 -108.8(3) . . . . ? C50 C49 B1 C3 5.5(4) . . . . ? C50 C49 B1 C48 -101.7(3) . . . . ? C51 O2 C50 O1 0.6(5) . . . . ? C51 O2 C50 C49 179.9(3) . . . . ? B1 C48 C49 C50 114.5(3) . . . . ? B1 C49 C50 O1 36.9(5) . . . . ? B1 C49 C50 O2 -142.3(3) . . . . ? B2 O4 C47 O3 -4.8(4) . . . . ? B2 O4 C47 C48 176.3(3) . . . . ? B2 C28 C29 F15 -1.1(5) . . . . ? B2 C28 C29 C30 177.6(3) . . . . ? B2 C28 C33 F11 1.2(4) . . . . ? B2 C28 C33 C32 -179.1(3) . . . . ? B2 C34 C35 F5 -0.5(5) . . . . ? B2 C34 C35 C36 -179.8(3) . . . . ? B2 C34 C39 F1 -1.3(4) . . . . ? B2 C34 C39 C38 178.4(3) . . . . ? B2 C40 C41 F10 -3.9(4) . . . . ? B2 C40 C41 C42 176.4(3) . . . . ? B2 C40 C45 F6 4.6(5) . . . . ? B2 C40 C45 C44 -175.4(3) . . . . ? O5 C52 C53 C54 -16.4(10) . . . . ? C52 O5 C55 C54 -40.0(7) . . . . ? C52 C53 C54 C55 -8.1(9) . . . . ? C53 C54 C55 O5 29.6(8) . . . . ? C55 O5 C52 C53 34.9(8) . . . . ? O1_1 C1_1 C2_1 C3_1 25(3) . . . . ? C1_1 O1_1 C4_1 C3_1 8(3) . . . . ? C1_1 C2_1 C3_1 C4_1 -18(3) . . . . ? C2_1 C3_1 C4_1 O1_1 4(3) . . . . ? C4_1 O1_1 C1_1 C2_1 -19(3) . . . . ?