#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:10:59 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306440 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/10/7721009.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_7721009 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 'C33 H48 B Cl N2 O4' _chemical_formula_sum 'C33 H48 B Cl N2 O4' _chemical_formula_weight 582.99 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _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 109.428(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 20.6370(18) _cell_length_b 10.0008(9) _cell_length_c 16.7544(13) _cell_measurement_reflns_used 61415 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28 _cell_measurement_theta_min 2.921 _cell_volume 3261.0(5) _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 0.993 _diffrn_measured_fraction_theta_max 0.995 _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 0.0524 _diffrn_reflns_av_unetI/netI 0.0234 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 83384 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.000 _diffrn_reflns_theta_min 2.921 _diffrn_source 'micro-focus sealed tube' _diffrn_source_type 'Incoatech I\mS HB' _exptl_absorpt_coefficient_mu 0.155 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_correction_T_min 0.6401 _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 1.187 _exptl_crystal_description Plate _exptl_crystal_F_000 1256 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.998 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.056 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 380 _refine_ls_number_reflns 7831 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.135 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0461 _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^)+(0.0603P)^2^+2.1008P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1267 _refine_ls_wR_factor_ref 0.1298 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7192 _reflns_number_total 7831 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00852f2.cif _cod_data_source_block mo_GK_1032023_0ma _cod_depositor_comments 'Adding full bibliography for 7721003--7721010.cif.' _cod_database_code 7721009 _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 0.985 _shelx_estimated_absorpt_t_min 0.970 _olex2_refinement_description ; 1.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C22(H22), C25(H25), C28(H28), B1(H1) 1.b Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C3(H3A,H3B), C31(H31A,H31B) 1.c Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20) 1.d Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C30(H30A,H30B,H30C), C33(H33A,H33B,H33C) ; _shelx_res_file ; TITL mo_GK_1032023_0ma_a.res in P2(1)/c mo_GK_1032023_0ma.res created by SHELXL-2018/3 at 19:07:29 on 02-Sep-2025 CELL 0.71073 20.6370 10.0008 16.7544 90.000 109.428 90.000 ZERR 4.00 0.0018 0.0009 0.0013 0.000 0.003 0.000 LATT 1 SYMM -x, y+1/2, -z+1/2 SFAC C H N O B CL UNIT 132 192 8 16 4 4 OMIT -3.00 56.00 OMIT 1 1 0 OMIT 2 0 0 OMIT -2 1 1 OMIT 1 0 4 OMIT 0 2 1 OMIT 3 1 0 OMIT 6 0 0 OMIT -2 1 4 OMIT -5 0 2 LIST 4 TEMP -173.150 ACTA L.S. 30 FMAP 2 PLAN -5 0 0.00 HTAB BOND $H CONF SIZE 0.20 0.13 0.1 WGHT 0.060300 2.100800 FVAR 0.72532 CL1 6 0.713022 0.312271 0.656465 11.00000 0.02512 0.01267 = 0.02544 -0.00138 0.01430 -0.00263 O1 4 0.713502 0.583264 0.429506 11.00000 0.03693 0.03371 = 0.01851 0.00805 0.00990 0.00829 O2 4 0.739188 0.365600 0.449883 11.00000 0.02435 0.02905 = 0.01744 -0.00988 0.00359 -0.00031 O3 4 0.892392 0.521013 0.515779 11.00000 0.02621 0.04009 = 0.03680 0.01020 0.01910 0.00322 O4 4 0.945685 0.351625 0.600351 11.00000 0.01740 0.03347 = 0.03005 0.00132 0.01174 0.00418 N1 3 0.776050 0.612131 0.765857 11.00000 0.00867 0.01359 = 0.00949 -0.00193 0.00276 0.00006 N2 3 0.664282 0.620194 0.714912 11.00000 0.00922 0.01204 = 0.00979 -0.00243 0.00310 0.00054 C1 1 0.720889 0.579909 0.699588 11.00000 0.00949 0.00833 = 0.01048 0.00115 0.00345 -0.00093 C2 1 0.680492 0.695828 0.794919 11.00000 0.01278 0.02067 = 0.01186 -0.00563 0.00291 0.00258 AFIX 23 H2A 2 0.653394 0.662922 0.829804 11.00000 -1.20000 H2B 2 0.671852 0.792641 0.784215 11.00000 -1.20000 AFIX 0 C3 1 0.756843 0.667239 0.837117 11.00000 0.01365 0.02192 = 0.01064 -0.00445 0.00379 0.00207 AFIX 23 H3A 2 0.782760 0.749994 0.859782 11.00000 -1.20000 H3B 2 0.764764 0.601234 0.883428 11.00000 -1.20000 AFIX 0 C4 1 0.846865 0.605080 0.770727 11.00000 0.00827 0.01475 = 0.01241 -0.00373 0.00208 -0.00102 C5 1 0.872214 0.703609 0.728960 11.00000 0.01156 0.01625 = 0.01958 -0.00021 0.00368 -0.00202 C6 1 0.941526 0.696036 0.735509 11.00000 0.01441 0.02397 = 0.03386 0.00358 0.00951 -0.00316 AFIX 43 H6 2 0.959671 0.759024 0.706102 11.00000 -1.20000 AFIX 0 C7 1 0.984098 0.598057 0.784234 11.00000 0.01096 0.02691 = 0.03677 -0.00114 0.00739 0.00021 AFIX 43 H7 2 1.031205 0.595378 0.788761 11.00000 -1.20000 AFIX 0 C8 1 0.958217 0.504116 0.826314 11.00000 0.01163 0.01984 = 0.02366 -0.00176 0.00207 0.00362 AFIX 43 H8 2 0.988138 0.438609 0.860438 11.00000 -1.20000 AFIX 0 C9 1 0.888760 0.503880 0.819503 11.00000 0.01220 0.01507 = 0.01338 -0.00312 0.00235 0.00057 C10 1 0.827196 0.816476 0.679581 11.00000 0.01395 0.01772 = 0.02675 0.00634 0.00462 -0.00177 AFIX 13 H10 2 0.779101 0.781642 0.656876 11.00000 -1.20000 AFIX 0 C11 1 0.846923 0.864488 0.603986 11.00000 0.02208 0.02717 = 0.03030 0.00966 0.00632 -0.00613 AFIX 137 H11A 2 0.890849 0.912224 0.624425 11.00000 -1.50000 H11B 2 0.811249 0.924673 0.569036 11.00000 -1.50000 H11C 2 0.851301 0.787302 0.570103 11.00000 -1.50000 AFIX 0 C12 1 0.826898 0.934677 0.737140 11.00000 0.03854 0.01935 = 0.03936 0.00407 0.01398 0.00633 AFIX 137 H12A 2 0.873634 0.970061 0.761582 11.00000 -1.50000 H12B 2 0.810346 0.905036 0.782690 11.00000 -1.50000 H12C 2 0.796525 1.004799 0.704091 11.00000 -1.50000 AFIX 0 C13 1 0.861774 0.396575 0.864314 11.00000 0.01626 0.01760 = 0.01735 0.00281 0.00476 0.00389 AFIX 13 H13 2 0.810656 0.405673 0.846019 11.00000 -1.20000 AFIX 0 C14 1 0.890303 0.417526 0.960275 11.00000 0.04197 0.03263 = 0.01752 0.00331 0.00983 0.01075 AFIX 137 H14A 2 0.940019 0.401973 0.980461 11.00000 -1.50000 H14B 2 0.868210 0.354667 0.988032 11.00000 -1.50000 H14C 2 0.880934 0.509343 0.973732 11.00000 -1.50000 AFIX 0 C15 1 0.878300 0.255601 0.840960 11.00000 0.02690 0.01672 = 0.02536 0.00171 0.00664 0.00241 AFIX 137 H15A 2 0.857869 0.242778 0.779679 11.00000 -1.50000 H15B 2 0.859372 0.189445 0.870334 11.00000 -1.50000 H15C 2 0.928233 0.244378 0.857925 11.00000 -1.50000 AFIX 0 C16 1 0.595105 0.625377 0.655547 11.00000 0.00906 0.01215 = 0.01075 -0.00186 0.00307 0.00092 C17 1 0.547453 0.529358 0.661295 11.00000 0.01211 0.01110 = 0.01355 -0.00171 0.00533 0.00029 C18 1 0.479813 0.541160 0.605711 11.00000 0.01100 0.01483 = 0.02025 -0.00300 0.00433 -0.00194 AFIX 43 H18 2 0.446454 0.476989 0.607742 11.00000 -1.20000 AFIX 0 C19 1 0.460881 0.645109 0.547814 11.00000 0.01105 0.01800 = 0.01852 -0.00320 -0.00015 0.00172 AFIX 43 H19 2 0.414893 0.651439 0.510339 11.00000 -1.20000 AFIX 0 C20 1 0.509036 0.739922 0.544544 11.00000 0.01501 0.01448 = 0.01591 0.00056 0.00197 0.00289 AFIX 43 H20 2 0.495422 0.811131 0.504933 11.00000 -1.20000 AFIX 0 C21 1 0.577114 0.732643 0.598364 11.00000 0.01218 0.01191 = 0.01386 -0.00108 0.00471 0.00029 C22 1 0.566664 0.417364 0.726286 11.00000 0.01489 0.01264 = 0.01619 0.00074 0.00512 -0.00128 AFIX 13 H22 2 0.617687 0.418011 0.754226 11.00000 -1.20000 AFIX 0 C23 1 0.533427 0.440994 0.794184 11.00000 0.04924 0.02881 = 0.03205 0.00840 0.02785 0.00814 AFIX 137 H23A 2 0.545694 0.530329 0.818568 11.00000 -1.50000 H23B 2 0.549913 0.373558 0.838810 11.00000 -1.50000 H23C 2 0.483377 0.434235 0.768676 11.00000 -1.50000 AFIX 0 C24 1 0.545585 0.280282 0.686008 11.00000 0.02959 0.01363 = 0.02879 0.00050 0.00189 -0.00221 AFIX 137 H24A 2 0.495726 0.278198 0.657490 11.00000 -1.50000 H24B 2 0.558650 0.211272 0.730015 11.00000 -1.50000 H24C 2 0.568843 0.263345 0.644652 11.00000 -1.50000 AFIX 0 C25 1 0.628189 0.839154 0.593108 11.00000 0.01452 0.01443 = 0.01944 0.00339 0.00562 -0.00099 AFIX 13 H25 2 0.674028 0.814421 0.634454 11.00000 -1.20000 AFIX 0 C26 1 0.609162 0.976667 0.618574 11.00000 0.02601 0.01433 = 0.04275 -0.00209 0.01376 -0.00297 AFIX 137 H26A 2 0.563412 1.002038 0.580653 11.00000 -1.50000 H26B 2 0.642912 1.042871 0.614437 11.00000 -1.50000 H26C 2 0.608970 0.973208 0.676951 11.00000 -1.50000 AFIX 0 C27 1 0.635456 0.843382 0.505201 11.00000 0.04237 0.02970 = 0.02839 0.00164 0.02012 -0.00921 AFIX 137 H27A 2 0.648795 0.754790 0.491048 11.00000 -1.50000 H27B 2 0.670759 0.908776 0.504969 11.00000 -1.50000 H27C 2 0.591469 0.869287 0.463274 11.00000 -1.50000 AFIX 0 C28 1 0.775417 0.505770 0.570931 11.00000 0.01350 0.01646 = 0.01292 -0.00146 0.00572 -0.00159 AFIX 13 H28 2 0.793719 0.599015 0.581975 11.00000 -1.20000 AFIX 0 C29 1 0.740241 0.493165 0.476939 11.00000 0.01664 0.02362 = 0.01500 -0.00045 0.00875 -0.00034 C30 1 0.702481 0.345185 0.361133 11.00000 0.03120 0.05456 = 0.02093 -0.01789 0.00134 0.00099 AFIX 137 H30A 2 0.654556 0.373083 0.348195 11.00000 -1.50000 H30B 2 0.704033 0.250270 0.347338 11.00000 -1.50000 H30C 2 0.723895 0.398322 0.327520 11.00000 -1.50000 AFIX 0 C31 1 0.836744 0.411444 0.603506 11.00000 0.01451 0.02447 = 0.01543 -0.00290 0.00631 0.00131 AFIX 23 H31A 2 0.855970 0.419441 0.665881 11.00000 -1.20000 H31B 2 0.820436 0.318367 0.590046 11.00000 -1.20000 AFIX 0 C32 1 0.893062 0.437546 0.567174 11.00000 0.01498 0.02752 = 0.01776 -0.00516 0.00646 -0.00155 C33 1 1.003667 0.366600 0.571500 11.00000 0.01856 0.03841 = 0.03327 0.00160 0.01313 0.00295 AFIX 137 H33A 2 0.988054 0.361936 0.509564 11.00000 -1.50000 H33B 2 1.036785 0.294759 0.595190 11.00000 -1.50000 H33C 2 1.025629 0.453298 0.590108 11.00000 -1.50000 AFIX 0 B1 5 0.715437 0.491190 0.615332 11.00000 0.01155 0.01289 = 0.01109 -0.00233 0.00403 -0.00100 AFIX 13 H1 2 0.669977 0.510191 0.571305 11.00000 -1.20000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mo_GK_1032023_0ma_a.res in P2(1)/c REM wR2 = 0.129800, GooF = S = 1.13537, Restrained GooF = 1.13537 for all data REM R1 = 0.046118 for 7192 Fo > 4sig(Fo) and 0.049624 for all 7831 data REM 380 parameters refined using 0 restraints END WGHT 0.0559 2.8210 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.998, deepest hole -0.372, 1-sigma level 0.056 Q1 1 0.2997 0.3681 0.4873 11.00000 0.05 1.00 Q2 1 0.9412 0.4217 0.5629 11.00000 0.05 0.84 Q3 1 0.8707 0.5957 0.5048 11.00000 0.05 0.63 Q4 1 0.7406 0.2952 0.4811 11.00000 0.05 0.52 Q5 1 0.9272 0.6352 0.4783 11.00000 0.05 0.47 ; _shelx_res_checksum 12665 _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 Cl1 Cl 0.71302(2) 0.31227(3) 0.65647(2) 0.01961(10) Uani 1 1 d . . . . . O1 O 0.71350(7) 0.58326(13) 0.42951(7) 0.0295(3) Uani 1 1 d . . . . . O2 O 0.73919(6) 0.36560(12) 0.44988(7) 0.0245(2) Uani 1 1 d . . . . . O3 O 0.89239(6) 0.52101(14) 0.51578(8) 0.0322(3) Uani 1 1 d . . . . . O4 O 0.94568(6) 0.35162(12) 0.60035(7) 0.0260(2) Uani 1 1 d . . . . . N1 N 0.77605(5) 0.61213(11) 0.76586(6) 0.0106(2) Uani 1 1 d . . . . . N2 N 0.66428(5) 0.62019(11) 0.71491(6) 0.0104(2) Uani 1 1 d . . . . . C1 C 0.72089(6) 0.57991(12) 0.69959(8) 0.0094(2) Uani 1 1 d . . . . . C2 C 0.68049(7) 0.69583(14) 0.79492(8) 0.0154(3) Uani 1 1 d . . . . . H2A H 0.653394 0.662922 0.829804 0.018 Uiso 1 1 calc R U . . . H2B H 0.671852 0.792641 0.784215 0.018 Uiso 1 1 calc R U . . . C3 C 0.75684(7) 0.66724(15) 0.83712(8) 0.0155(3) Uani 1 1 d . . . . . H3A H 0.782760 0.749994 0.859782 0.019 Uiso 1 1 calc R U . . . H3B H 0.764764 0.601234 0.883428 0.019 Uiso 1 1 calc R U . . . C4 C 0.84686(6) 0.60508(13) 0.77073(8) 0.0121(2) Uani 1 1 d . . . . . C5 C 0.87221(7) 0.70361(14) 0.72896(9) 0.0162(3) Uani 1 1 d . . . . . C6 C 0.94153(7) 0.69604(16) 0.73551(11) 0.0237(3) Uani 1 1 d . . . . . H6 H 0.959671 0.759024 0.706102 0.028 Uiso 1 1 calc R U . . . C7 C 0.98410(7) 0.59806(17) 0.78423(11) 0.0250(3) Uani 1 1 d . . . . . H7 H 1.031205 0.595378 0.788761 0.030 Uiso 1 1 calc R U . . . C8 C 0.95822(7) 0.50412(15) 0.82631(9) 0.0193(3) Uani 1 1 d . . . . . H8 H 0.988138 0.438609 0.860438 0.023 Uiso 1 1 calc R U . . . C9 C 0.88876(7) 0.50388(14) 0.81950(8) 0.0140(3) Uani 1 1 d . . . . . C10 C 0.82720(7) 0.81648(15) 0.67958(10) 0.0200(3) Uani 1 1 d . . . . . H10 H 0.779101 0.781642 0.656876 0.024 Uiso 1 1 calc R U . . . C11 C 0.84692(8) 0.86449(17) 0.60399(11) 0.0271(3) Uani 1 1 d . . . . . H11A H 0.890849 0.912224 0.624425 0.041 Uiso 1 1 calc R U . . . H11B H 0.811249 0.924673 0.569036 0.041 Uiso 1 1 calc R U . . . H11C H 0.851301 0.787302 0.570103 0.041 Uiso 1 1 calc R U . . . C12 C 0.82690(10) 0.93468(17) 0.73714(12) 0.0322(4) Uani 1 1 d . . . . . H12A H 0.873634 0.970061 0.761582 0.048 Uiso 1 1 calc R U . . . H12B H 0.810346 0.905036 0.782690 0.048 Uiso 1 1 calc R U . . . H12C H 0.796525 1.004799 0.704091 0.048 Uiso 1 1 calc R U . . . C13 C 0.86177(7) 0.39658(14) 0.86431(9) 0.0173(3) Uani 1 1 d . . . . . H13 H 0.810656 0.405673 0.846019 0.021 Uiso 1 1 calc R U . . . C14 C 0.89030(10) 0.41753(19) 0.96027(10) 0.0307(4) Uani 1 1 d . . . . . H14A H 0.940019 0.401973 0.980461 0.046 Uiso 1 1 calc R U . . . H14B H 0.868210 0.354667 0.988032 0.046 Uiso 1 1 calc R U . . . H14C H 0.880934 0.509343 0.973732 0.046 Uiso 1 1 calc R U . . . C15 C 0.87830(8) 0.25560(15) 0.84096(10) 0.0235(3) Uani 1 1 d . . . . . H15A H 0.857869 0.242778 0.779679 0.035 Uiso 1 1 calc R U . . . H15B H 0.859372 0.189445 0.870334 0.035 Uiso 1 1 calc R U . . . H15C H 0.928233 0.244378 0.857925 0.035 Uiso 1 1 calc R U . . . C16 C 0.59510(6) 0.62538(13) 0.65555(8) 0.0107(2) Uani 1 1 d . . . . . C17 C 0.54745(6) 0.52936(13) 0.66130(8) 0.0120(2) Uani 1 1 d . . . . . C18 C 0.47981(7) 0.54116(14) 0.60571(9) 0.0156(3) Uani 1 1 d . . . . . H18 H 0.446454 0.476989 0.607742 0.019 Uiso 1 1 calc R U . . . C19 C 0.46088(7) 0.64511(14) 0.54781(9) 0.0171(3) Uani 1 1 d . . . . . H19 H 0.414893 0.651439 0.510339 0.021 Uiso 1 1 calc R U . . . C20 C 0.50904(7) 0.73992(14) 0.54454(8) 0.0159(3) Uani 1 1 d . . . . . H20 H 0.495422 0.811131 0.504933 0.019 Uiso 1 1 calc R U . . . C21 C 0.57711(6) 0.73264(13) 0.59836(8) 0.0126(2) Uani 1 1 d . . . . . C22 C 0.56666(7) 0.41736(13) 0.72629(8) 0.0146(3) Uani 1 1 d . . . . . H22 H 0.617687 0.418011 0.754226 0.018 Uiso 1 1 calc R U . . . C23 C 0.53343(11) 0.44099(19) 0.79418(12) 0.0331(4) Uani 1 1 d . . . . . H23A H 0.545694 0.530329 0.818568 0.050 Uiso 1 1 calc R U . . . H23B H 0.549913 0.373558 0.838810 0.050 Uiso 1 1 calc R U . . . H23C H 0.483377 0.434235 0.768676 0.050 Uiso 1 1 calc R U . . . C24 C 0.54559(9) 0.28028(15) 0.68601(11) 0.0260(3) Uani 1 1 d . . . . . H24A H 0.495726 0.278198 0.657490 0.039 Uiso 1 1 calc R U . . . H24B H 0.558650 0.211272 0.730015 0.039 Uiso 1 1 calc R U . . . H24C H 0.568843 0.263345 0.644652 0.039 Uiso 1 1 calc R U . . . C25 C 0.62819(7) 0.83915(14) 0.59311(9) 0.0161(3) Uani 1 1 d . . . . . H25 H 0.674028 0.814421 0.634454 0.019 Uiso 1 1 calc R U . . . C26 C 0.60916(9) 0.97667(15) 0.61857(12) 0.0271(3) Uani 1 1 d . . . . . H26A H 0.563412 1.002038 0.580653 0.041 Uiso 1 1 calc R U . . . H26B H 0.642912 1.042871 0.614437 0.041 Uiso 1 1 calc R U . . . H26C H 0.608970 0.973208 0.676951 0.041 Uiso 1 1 calc R U . . . C27 C 0.63546(10) 0.84338(19) 0.50520(11) 0.0314(4) Uani 1 1 d . . . . . H27A H 0.648795 0.754790 0.491048 0.047 Uiso 1 1 calc R U . . . H27B H 0.670759 0.908776 0.504969 0.047 Uiso 1 1 calc R U . . . H27C H 0.591469 0.869287 0.463274 0.047 Uiso 1 1 calc R U . . . C28 C 0.77542(7) 0.50577(14) 0.57093(8) 0.0140(2) Uani 1 1 d . . . . . H28 H 0.793719 0.599015 0.581975 0.017 Uiso 1 1 calc R U . . . C29 C 0.74024(7) 0.49317(15) 0.47694(9) 0.0175(3) Uani 1 1 d . . . . . C30 C 0.70248(10) 0.3452(2) 0.36113(11) 0.0374(4) Uani 1 1 d . . . . . H30A H 0.654556 0.373083 0.348195 0.056 Uiso 1 1 calc R U . . . H30B H 0.704033 0.250270 0.347338 0.056 Uiso 1 1 calc R U . . . H30C H 0.723895 0.398322 0.327520 0.056 Uiso 1 1 calc R U . . . C31 C 0.83674(7) 0.41144(15) 0.60351(9) 0.0178(3) Uani 1 1 d . . . . . H31A H 0.855970 0.419441 0.665881 0.021 Uiso 1 1 calc R U . . . H31B H 0.820436 0.318367 0.590046 0.021 Uiso 1 1 calc R U . . . C32 C 0.89306(7) 0.43755(16) 0.56717(9) 0.0198(3) Uani 1 1 d . . . . . C33 C 1.00367(8) 0.36660(19) 0.57150(11) 0.0290(4) Uani 1 1 d . . . . . H33A H 0.988054 0.361936 0.509564 0.043 Uiso 1 1 calc R U . . . H33B H 1.036785 0.294759 0.595190 0.043 Uiso 1 1 calc R U . . . H33C H 1.025629 0.453298 0.590108 0.043 Uiso 1 1 calc R U . . . B1 B 0.71544(7) 0.49119(14) 0.61533(9) 0.0118(3) Uani 1 1 d . . . . . H1 H 0.669977 0.510191 0.571305 0.014 Uiso 1 1 calc R U . . . 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 Cl1 0.02512(18) 0.01267(16) 0.02544(18) -0.00138(12) 0.01430(14) -0.00263(12) O1 0.0369(6) 0.0337(6) 0.0185(5) 0.0080(5) 0.0099(5) 0.0083(5) O2 0.0244(5) 0.0291(6) 0.0174(5) -0.0099(4) 0.0036(4) -0.0003(4) O3 0.0262(6) 0.0401(7) 0.0368(7) 0.0102(6) 0.0191(5) 0.0032(5) O4 0.0174(5) 0.0335(6) 0.0301(6) 0.0013(5) 0.0117(4) 0.0042(4) N1 0.0087(5) 0.0136(5) 0.0095(5) -0.0019(4) 0.0028(4) 0.0001(4) N2 0.0092(5) 0.0120(5) 0.0098(5) -0.0024(4) 0.0031(4) 0.0005(4) C1 0.0095(5) 0.0083(5) 0.0105(5) 0.0012(4) 0.0034(4) -0.0009(4) C2 0.0128(6) 0.0207(7) 0.0119(6) -0.0056(5) 0.0029(5) 0.0026(5) C3 0.0137(6) 0.0219(7) 0.0106(5) -0.0045(5) 0.0038(5) 0.0021(5) C4 0.0083(5) 0.0147(6) 0.0124(5) -0.0037(5) 0.0021(4) -0.0010(4) C5 0.0116(6) 0.0162(6) 0.0196(6) -0.0002(5) 0.0037(5) -0.0020(5) C6 0.0144(7) 0.0240(8) 0.0339(8) 0.0036(6) 0.0095(6) -0.0032(5) C7 0.0110(6) 0.0269(8) 0.0368(8) -0.0011(7) 0.0074(6) 0.0002(5) C8 0.0116(6) 0.0198(7) 0.0237(7) -0.0018(5) 0.0021(5) 0.0036(5) C9 0.0122(6) 0.0151(6) 0.0134(6) -0.0031(5) 0.0024(5) 0.0006(5) C10 0.0139(6) 0.0177(7) 0.0268(7) 0.0063(6) 0.0046(5) -0.0018(5) C11 0.0221(7) 0.0272(8) 0.0303(8) 0.0097(6) 0.0063(6) -0.0061(6) C12 0.0385(9) 0.0194(7) 0.0394(9) 0.0041(7) 0.0140(8) 0.0063(7) C13 0.0163(6) 0.0176(6) 0.0174(6) 0.0028(5) 0.0048(5) 0.0039(5) C14 0.0420(10) 0.0326(9) 0.0175(7) 0.0033(6) 0.0098(7) 0.0107(7) C15 0.0269(7) 0.0167(7) 0.0254(7) 0.0017(6) 0.0066(6) 0.0024(6) C16 0.0091(5) 0.0122(6) 0.0108(5) -0.0019(4) 0.0031(4) 0.0009(4) C17 0.0121(6) 0.0111(6) 0.0135(6) -0.0017(4) 0.0053(5) 0.0003(4) C18 0.0110(6) 0.0148(6) 0.0203(6) -0.0030(5) 0.0043(5) -0.0019(5) C19 0.0111(6) 0.0180(6) 0.0185(6) -0.0032(5) -0.0001(5) 0.0017(5) C20 0.0150(6) 0.0145(6) 0.0159(6) 0.0006(5) 0.0020(5) 0.0029(5) C21 0.0122(6) 0.0119(6) 0.0139(6) -0.0011(5) 0.0047(5) 0.0003(4) C22 0.0149(6) 0.0126(6) 0.0162(6) 0.0007(5) 0.0051(5) -0.0013(5) C23 0.0492(11) 0.0288(9) 0.0321(9) 0.0084(7) 0.0279(8) 0.0081(8) C24 0.0296(8) 0.0136(7) 0.0288(8) 0.0005(6) 0.0019(6) -0.0022(6) C25 0.0145(6) 0.0144(6) 0.0194(6) 0.0034(5) 0.0056(5) -0.0010(5) C26 0.0260(8) 0.0143(7) 0.0427(9) -0.0021(6) 0.0138(7) -0.0030(6) C27 0.0424(10) 0.0297(8) 0.0284(8) 0.0016(7) 0.0201(7) -0.0092(7) C28 0.0135(6) 0.0165(6) 0.0129(6) -0.0015(5) 0.0057(5) -0.0016(5) C29 0.0166(6) 0.0236(7) 0.0150(6) -0.0004(5) 0.0088(5) -0.0003(5) C30 0.0312(9) 0.0546(12) 0.0209(8) -0.0179(8) 0.0013(7) 0.0010(8) C31 0.0145(6) 0.0245(7) 0.0154(6) -0.0029(5) 0.0063(5) 0.0013(5) C32 0.0150(6) 0.0275(7) 0.0178(6) -0.0052(6) 0.0065(5) -0.0015(5) C33 0.0186(7) 0.0384(9) 0.0333(8) 0.0016(7) 0.0131(6) 0.0030(6) B1 0.0115(6) 0.0129(6) 0.0111(6) -0.0023(5) 0.0040(5) -0.0010(5) 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' 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 C29 O2 C30 115.09(14) . . ? C32 O4 C33 116.09(13) . . ? C1 N1 C3 112.07(10) . . ? C1 N1 C4 127.09(11) . . ? C4 N1 C3 120.73(10) . . ? C1 N2 C2 112.29(10) . . ? C1 N2 C16 127.19(10) . . ? C16 N2 C2 118.70(10) . . ? N1 C1 N2 108.91(11) . . ? N1 C1 B1 129.83(11) . . ? N2 C1 B1 120.91(10) . . ? N2 C2 H2A 111.3 . . ? N2 C2 H2B 111.3 . . ? N2 C2 C3 102.24(10) . . ? H2A C2 H2B 109.2 . . ? C3 C2 H2A 111.3 . . ? C3 C2 H2B 111.3 . . ? N1 C3 C2 102.01(10) . . ? N1 C3 H3A 111.4 . . ? N1 C3 H3B 111.4 . . ? C2 C3 H3A 111.4 . . ? C2 C3 H3B 111.4 . . ? H3A C3 H3B 109.2 . . ? C5 C4 N1 118.46(11) . . ? C9 C4 N1 119.08(12) . . ? C9 C4 C5 122.41(12) . . ? C4 C5 C10 122.00(12) . . ? C6 C5 C4 117.56(13) . . ? C6 C5 C10 120.43(13) . . ? C5 C6 H6 119.5 . . ? C7 C6 C5 121.02(14) . . ? C7 C6 H6 119.5 . . ? C6 C7 H7 119.9 . . ? C8 C7 C6 120.23(13) . . ? C8 C7 H7 119.9 . . ? C7 C8 H8 119.4 . . ? C7 C8 C9 121.19(13) . . ? C9 C8 H8 119.4 . . ? C4 C9 C13 122.79(12) . . ? C8 C9 C4 117.52(13) . . ? C8 C9 C13 119.68(12) . . ? C5 C10 H10 107.3 . . ? C5 C10 C11 113.62(13) . . ? C5 C10 C12 111.18(13) . . ? C11 C10 H10 107.3 . . ? C12 C10 H10 107.3 . . ? C12 C10 C11 109.74(13) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13 107.9 . . ? C9 C13 C14 110.27(13) . . ? C9 C13 C15 112.02(12) . . ? C14 C13 H13 107.9 . . ? C14 C13 C15 110.71(12) . . ? C15 C13 H13 107.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N2 118.94(11) . . ? C17 C16 C21 122.59(11) . . ? C21 C16 N2 118.30(11) . . ? C16 C17 C18 117.61(12) . . ? C16 C17 C22 122.19(11) . . ? C18 C17 C22 120.19(12) . . ? C17 C18 H18 119.5 . . ? C19 C18 C17 120.97(12) . . ? C19 C18 H18 119.5 . . ? C18 C19 H19 120.0 . . ? C18 C19 C20 120.07(12) . . ? C20 C19 H19 120.0 . . ? C19 C20 H20 119.4 . . ? C19 C20 C21 121.25(13) . . ? C21 C20 H20 119.4 . . ? C16 C21 C25 122.92(11) . . ? C20 C21 C16 117.49(12) . . ? C20 C21 C25 119.59(12) . . ? C17 C22 H22 108.3 . . ? C17 C22 C23 110.14(12) . . ? C17 C22 C24 112.16(11) . . ? C23 C22 H22 108.3 . . ? C24 C22 H22 108.3 . . ? C24 C22 C23 109.59(13) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25 107.5 . . ? C21 C25 C26 111.49(12) . . ? C21 C25 C27 111.51(12) . . ? C26 C25 H25 107.5 . . ? C26 C25 C27 111.11(13) . . ? C27 C25 H25 107.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 H28 107.0 . . ? C29 C28 C31 112.12(11) . . ? C29 C28 B1 106.95(10) . . ? C31 C28 H28 107.0 . . ? C31 C28 B1 116.20(11) . . ? B1 C28 H28 107.0 . . ? O1 C29 O2 122.08(13) . . ? O1 C29 C28 125.64(14) . . ? O2 C29 C28 112.24(12) . . ? O2 C30 H30A 109.5 . . ? O2 C30 H30B 109.5 . . ? O2 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 H31A 108.7 . . ? C28 C31 H31B 108.7 . . ? H31A C31 H31B 107.6 . . ? C32 C31 C28 114.12(12) . . ? C32 C31 H31A 108.7 . . ? C32 C31 H31B 108.7 . . ? O3 C32 O4 123.73(14) . . ? O3 C32 C31 125.97(14) . . ? O4 C32 C31 110.30(13) . . ? O4 C33 H33A 109.5 . . ? O4 C33 H33B 109.5 . . ? O4 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? Cl1 B1 H1 108.1 . . ? C1 B1 Cl1 101.39(8) . . ? C1 B1 C28 119.59(10) . . ? C1 B1 H1 108.1 . . ? C28 B1 Cl1 110.89(9) . . ? C28 B1 H1 108.1 . . ? 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 Cl1 B1 1.9241(15) . ? O1 C29 1.2068(19) . ? O2 C29 1.3517(18) . ? O2 C30 1.4412(19) . ? O3 C32 1.196(2) . ? O4 C32 1.3510(19) . ? O4 C33 1.4397(18) . ? N1 C1 1.3385(15) . ? N1 C3 1.4836(16) . ? N1 C4 1.4381(15) . ? N2 C1 1.3388(16) . ? N2 C2 1.4774(16) . ? N2 C16 1.4441(15) . ? C1 B1 1.6392(18) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C2 C3 1.5242(18) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.4064(19) . ? C4 C9 1.4034(18) . ? C5 C6 1.3998(19) . ? C5 C10 1.5200(19) . ? C6 H6 0.9500 . ? C6 C7 1.386(2) . ? C7 H7 0.9500 . ? C7 C8 1.384(2) . ? C8 H8 0.9500 . ? C8 C9 1.3996(18) . ? C9 C13 1.5177(19) . ? C10 H10 1.0000 . ? C10 C11 1.531(2) . ? C10 C12 1.527(2) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C13 C14 1.532(2) . ? C13 C15 1.532(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.4005(18) . ? C16 C21 1.4035(18) . ? C17 C18 1.4018(18) . ? C17 C22 1.5199(18) . ? C18 H18 0.9500 . ? C18 C19 1.386(2) . ? C19 H19 0.9500 . ? C19 C20 1.388(2) . ? C20 H20 0.9500 . ? C20 C21 1.3962(18) . ? C21 C25 1.5216(18) . ? C22 H22 1.0000 . ? C22 C23 1.530(2) . ? C22 C24 1.526(2) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25 1.0000 . ? C25 C26 1.529(2) . ? C25 C27 1.530(2) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28 1.0000 . ? C28 C29 1.5041(18) . ? C28 C31 1.5264(19) . ? C28 B1 1.6491(19) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C31 C32 1.5034(19) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? B1 H1 1.0000 . ? 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 N1 C1 B1 Cl1 83.63(14) . . . . ? N1 C1 B1 C28 -38.55(19) . . . . ? N1 C4 C5 C6 179.10(12) . . . . ? N1 C4 C5 C10 0.23(19) . . . . ? N1 C4 C9 C8 -176.82(12) . . . . ? N1 C4 C9 C13 3.06(19) . . . . ? N2 C1 B1 Cl1 -88.74(12) . . . . ? N2 C1 B1 C28 149.07(12) . . . . ? N2 C2 C3 N1 14.84(13) . . . . ? N2 C16 C17 C18 176.71(11) . . . . ? N2 C16 C17 C22 -1.85(18) . . . . ? N2 C16 C21 C20 -176.62(11) . . . . ? N2 C16 C21 C25 3.37(18) . . . . ? C1 N1 C3 C2 -13.73(14) . . . . ? C1 N1 C4 C5 75.38(17) . . . . ? C1 N1 C4 C9 -107.15(15) . . . . ? C1 N2 C2 C3 -12.94(14) . . . . ? C1 N2 C16 C17 105.97(15) . . . . ? C1 N2 C16 C21 -78.67(16) . . . . ? C2 N2 C1 N1 4.78(15) . . . . ? C2 N2 C1 B1 178.60(11) . . . . ? C2 N2 C16 C17 -90.64(15) . . . . ? C2 N2 C16 C21 84.73(15) . . . . ? C3 N1 C1 N2 6.17(15) . . . . ? C3 N1 C1 B1 -166.92(12) . . . . ? C3 N1 C4 C5 -100.66(14) . . . . ? C3 N1 C4 C9 76.82(16) . . . . ? C4 N1 C1 N2 -170.16(12) . . . . ? C4 N1 C1 B1 16.8(2) . . . . ? C4 N1 C3 C2 162.86(11) . . . . ? C4 C5 C6 C7 -2.5(2) . . . . ? C4 C5 C10 C11 -148.78(14) . . . . ? C4 C5 C10 C12 86.84(17) . . . . ? C4 C9 C13 C14 -110.20(15) . . . . ? C4 C9 C13 C15 126.03(14) . . . . ? C5 C4 C9 C8 0.55(19) . . . . ? C5 C4 C9 C13 -179.57(12) . . . . ? C5 C6 C7 C8 1.1(3) . . . . ? C6 C5 C10 C11 32.4(2) . . . . ? C6 C5 C10 C12 -92.00(17) . . . . ? C6 C7 C8 C9 1.3(2) . . . . ? C7 C8 C9 C4 -2.1(2) . . . . ? C7 C8 C9 C13 178.04(14) . . . . ? C8 C9 C13 C14 69.68(17) . . . . ? C8 C9 C13 C15 -54.09(17) . . . . ? C9 C4 C5 C6 1.7(2) . . . . ? C9 C4 C5 C10 -177.16(13) . . . . ? C10 C5 C6 C7 176.35(15) . . . . ? C16 N2 C1 N1 169.06(12) . . . . ? C16 N2 C1 B1 -17.12(19) . . . . ? C16 N2 C2 C3 -178.70(11) . . . . ? C16 C17 C18 C19 -0.62(19) . . . . ? C16 C17 C22 C23 109.15(15) . . . . ? C16 C17 C22 C24 -128.51(14) . . . . ? C16 C21 C25 C26 -115.15(15) . . . . ? C16 C21 C25 C27 120.01(15) . . . . ? C17 C16 C21 C20 -1.43(19) . . . . ? C17 C16 C21 C25 178.56(12) . . . . ? C17 C18 C19 C20 -0.4(2) . . . . ? C18 C17 C22 C23 -69.38(17) . . . . ? C18 C17 C22 C24 52.97(17) . . . . ? C18 C19 C20 C21 0.5(2) . . . . ? C19 C20 C21 C16 0.4(2) . . . . ? C19 C20 C21 C25 -179.61(12) . . . . ? C20 C21 C25 C26 64.83(17) . . . . ? C20 C21 C25 C27 -60.01(17) . . . . ? C21 C16 C17 C18 1.55(19) . . . . ? C21 C16 C17 C22 -177.01(12) . . . . ? C22 C17 C18 C19 177.97(12) . . . . ? C28 C31 C32 O3 -1.7(2) . . . . ? C28 C31 C32 O4 178.88(12) . . . . ? C29 C28 C31 C32 62.20(16) . . . . ? C29 C28 B1 Cl1 98.50(11) . . . . ? C29 C28 B1 C1 -144.13(12) . . . . ? C30 O2 C29 O1 -1.5(2) . . . . ? C30 O2 C29 C28 176.35(13) . . . . ? C31 C28 C29 O1 -145.52(15) . . . . ? C31 C28 C29 O2 36.75(16) . . . . ? C31 C28 B1 Cl1 -27.57(14) . . . . ? C31 C28 B1 C1 89.80(14) . . . . ? C33 O4 C32 O3 1.1(2) . . . . ? C33 O4 C32 C31 -179.38(13) . . . . ? B1 C28 C29 O1 86.00(17) . . . . ? B1 C28 C29 O2 -91.73(13) . . . . ? B1 C28 C31 C32 -174.37(11) . . . . ?